New learning discoveries about 690261-64-4

690261-64-4 2-(Piperidin-4-yl)pyrimidine hydrochloride 56965759, apiperidines compound, is more and more widely used in various fields.

690261-64-4, 2-(Piperidin-4-yl)pyrimidine hydrochloride is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

690261-64-4, The hydrochloride salt of the PYRIMIDYL PIPERIDINE (Intermediate 8) (67 mg, 0.34 mmol) was combined with Intermediate 4 (100 mg, 0.28 MMOL), triethylamine (46 P. L, 0.35 MMOL), and 4 A powdered molecular sieves (100 mg) in DCM. After 15 minutes at room temperature, sodium triacetoxyborohydride (240 mg, 1.13 mmol) was added and the resulting mixture was stirred for 3 days before being filtered through celite, diluted with DCM and washed with saturated sodium bicarbonate and brine. The organic layer was dried over MGS04, filtered and concentrated under reduced pressure to give a crude oil that was purified by preparative TLC (silica gel, 0.3 % NH40H/2. 7 % MeOH/97 % DCM) to give 110 mg of a colorless oil. Resolution of the individual diastereomers was accomplished by HPLC using a ChiralPak AD column eluting with 30 % isopropanol/hexanes to give 2 single diastereomers and a single mixture of the 2 other diastereomers. First peak 10 mg: ESI-MS calc. for C28H35F3N40: 500.28 ; found 504 (M+H). Second peak 11 mg: ESI-MS calc. for C28H35F3N40: 500.28 ; found 504 (M+H). Third peak 7.0 mg ESI-MS calc. for C28H35F3N40: 500.28 ; found 504 (M+H).

690261-64-4 2-(Piperidin-4-yl)pyrimidine hydrochloride 56965759, apiperidines compound, is more and more widely used in various fields.

Reference:
Patent; MERCK & CO., INC.; MERCK SHARP & DOHME LIMITED; WO2004/94371; (2004); A2;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

 

Simple exploration of 690261-64-4

The synthetic route of 690261-64-4 has been constantly updated, and we look forward to future research findings.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.690261-64-4,2-(Piperidin-4-yl)pyrimidine hydrochloride,as a common compound, the synthetic route is as follows.

690261-64-4, Ketone Intermediate 1 (100 mg, 0.253 mmol) was combined with 4- (5-pyrimidyl)-piperidine hydrochloride (prepared as described for Intermediate 5,90 mg, 0.38 mmol), triethylamine (105 P, L, 0.759 mmol), sodium triacetoxyborohydride (212 mg, 1.00 mmol) and 4 A molecular sieves (powder, 100 mg) in DCM (10 mL). The reaction mixture was stirred at rt for 2 days, then was filtered through a celite plug. The filtrate was concentrated and purified by preparative TLC (silica, 5% of 1: 9 NHMOH/METHANOL in DCM, then a second plate with 10% methanol/DCM) to afford two bands corresponding to the cis (top spot) and trans isomers (bottom spot). Both the cis and trans isomers were converted to HC1 salts by dissolving the free bases in-1 mL of DCM, adding excess 1 N HCL in ether, and concentrating. Top spot-ESI-MS calculated for C27H32F6N40: 542; Found: 543 (M+H). Bottom spot-ESI-MS calculated for C27H32F6N40: 542; Found: 543 (M+H). Single cis-enantiomers were obtained via chiral HPLC, using Diacel’s Chiralcel AD semipreparative column, eluting with 10% ethanol/hexane (using the free base). The observed retention times of the respective diastereoisomers were 25 and 38 minutes, respectively.

The synthetic route of 690261-64-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK & CO., INC.; WO2004/41777; (2004); A2;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

 

Brief introduction of 690261-64-4

As the paragraph descriping shows that 690261-64-4 is playing an increasingly important role.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.690261-64-4,2-(Piperidin-4-yl)pyrimidine hydrochloride,as a common compound, the synthetic route is as follows.

EXAMPLE 82; The hydrochloride salt of the pyrimidyl piperidine (Intermediate 8) (67 mg, 0.34 mmol) was combined with Intermediate 4 (100 mg, 0.28 mmol), triethylamine (46 muL, 0.35 mmol), and 4 powdered molecular sieves (100 mg) in DCM. After 15 minutes at room temperature, sodium triacetoxyborohydride (240 mg, 1.13 mmol) was added and the resulting mixture was stirred for 3 days before being filtered through celite, diluted with DCM and washed with saturated sodium bicarbonate and brine. The organic layer was dried over MgSO4, filtered and concentrated under reduced pressure to give a crude oil that was purified by preparative TLC (silica gel, 0.3% NH4OH/2.7% MeOH/97% DCM) to give 110 mg of a colorless oil. Resolution of the individual diastereomers was accomplished by HPLC using a ChiralPak AD column eluting with 30% isopropanol/hexanes to give 2 single diastereomers and a single mixture of the 2 other diastereomers.First peak 10 mg: ESI-MS calc. for C28H35F3N4O: 500.28; found 504 (M+H).Second peak 11 mg: ESI-MS calc. for C28H35F3N4O: 500.28; found 504 (M+H).Third peak 7.0 mg ESI-MS calc. for C28H35F3N4O: 500.28; found 504 (M+H)., 690261-64-4

As the paragraph descriping shows that 690261-64-4 is playing an increasingly important role.

Reference:
Patent; Butora, Gabor; Goble, Stephen D.; Pastemak, Alexander; Yang, Lihu; Zhou, Changyou; Moyes, Christopher R.; US2008/81803; (2008); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

 

Some tips on 690261-64-4

The synthetic route of 690261-64-4 has been constantly updated, and we look forward to future research findings.

690261-64-4,690261-64-4, 2-(Piperidin-4-yl)pyrimidine hydrochloride is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

The hydrochloride salt of the pyrimidyl piperidine (Intermediate 8,133 mg, 0.564 mmol) was combined with Intermediate 5 (100 mg, 0.282 MMOL), DIEA (240, 6L, 1.40 mmol), and 4 A powdered molecular sieves (200 mg) in DCM. After 15 minutes at room temperature, sodium triacetoxyborohydride (300 mg, 1.41 mmol) was added and the resulting mixture was stirred for 3 days before being filtered through celite, diluted with DCM and washed with saturated sodium bicarbonate and brine. The organic layer was dried over NA2SO4, filtered and concentrated under reduced pressure to give a crude oil that was purified by preparative TLC (silica gel, 0.5 % NH40H/4.5 % MeOH/95 % DCM) to give 126 mg of a colorless oil. Resolution of the cis/trans isomers was accomplished by HPLC using a CHIRALPAK OD column eluting with 20 % ethyl alcohol/hexanes to give 57 mg of the trans isomer and 45mg of the cis isomer. First peak 57 mg: ESI-MS calc. for C27H34F3N50 : 501.27 ; found 502 (M+H). Second peak 45 mg: ESI-MS calc. for C27H34F3N50 : 501.27 ; found 502 (M+H).

The synthetic route of 690261-64-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK & CO., INC.; MERCK SHARP & DOHME LIMITED; WO2004/94371; (2004); A2;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

 

Downstream synthetic route of 690261-64-4

690261-64-4 2-(Piperidin-4-yl)pyrimidine hydrochloride 56965759, apiperidines compound, is more and more widely used in various fields.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.690261-64-4,2-(Piperidin-4-yl)pyrimidine hydrochloride,as a common compound, the synthetic route is as follows.

A solution of EDC.HCI (ALFA-AESAR, 340 mg, 1.77 mmol), TEA (ALFA-AESAR, 0.25 mL, 1 .77 mmol), HOBt (ALDRICH, 240 mg, 1 .77 mmol), Intermediate 30 (295.3 mg, 1.48 mmol) and 4,4,4-trifluorobutyric acid (ALFA-AESAR, 252 mg, 1.77 mmol) in DMF (15 mL) was stirred at rt overnight. The mixture was then washed with NaHCC>3 saturated solution and EtOAc was added, the two phases were separated and the aqueous one was further extracted with EtOAc. The collected organic layer was dried(anh) Na2SC>4, filtered and evaporated. The crude so obtained was purified by flash chromatography (Si SNAP 50, CyHex EtOAc from 1/1 to 0/10, then DCM/MeOH 8/2) to give title compound (141 mg, 33%) as a white solid. 1H NMR (500 MHz, DMSO-de) delta ppm: 8.75 (d, J = 4.9 Hz, 2H), 7.35 (t, J = 4.9 Hz, 1 H), 4.44 (d, J = 13.2 Hz, 1 H), 3.94 (d, J = 13.7 Hz, 1 H), 3.22-3.13 (m, 1 H), 3.13-3.05 (m, 1 H), 2.82-2.72 (m, 1 H), 2.70-2.57 (m, 2H), 2.57-2.45 (m, 2H), 2.02-1.90 (m, 1 H), 1.79-1.67 (m, 1 H),1.65-1.51 (m, 1 H). [ES+ MS] m/z 288 (MH+)., 690261-64-4

690261-64-4 2-(Piperidin-4-yl)pyrimidine hydrochloride 56965759, apiperidines compound, is more and more widely used in various fields.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; BIOVERSYS AG; PORRAS DE FRANCISCO, Esther; REMUINAN-BLANCO, Modesto Jesus; BOUROTTE, Marilyne; DEPREZ, Benoit; WILLAND, Nicolas; (89 pag.)WO2019/34701; (2019); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem