Category: 10315-07-8

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10315-07-8, The synthetic route of 10315-07-8 has been constantly updated, and we look forward to future research findings.

10315-07-8, 1-Benzylpiperidine-4-carboxylic acid is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A solution of 2-bromo-5,6-dimethoxy-1-indanone 64 (0.30 g,1.11 mmol, 1.0 eq.), silver (I) oxide (0.26 g, 1.13 mmol,1.5 eq.), and 1-benzylpiperidin-4- carboxylic acid 66 (0.32 g, 1.46 mmol, 1.3 eq.) inacetonitrile (25 ml) was stirred overnight at 60 C. The reaction mixture was cooled to 20 C and filtered through a pad of celite, and the solvent was removed in vacuo. To the crude product mixture was added ethyl acetate (30 ml) and the organic layer was washedwith 3M aqueous hydrochloric acid (3 x 25 ml). The acidic aqueouslayers were combined and basified with solid potassium carbonate.Dichloromethane (20 ml)was then added and the organic layerwasseparated. Finally the aqueous layer was washed with additionaldichloromethane (2 x 20 ml). The organic fractions were combined,dried over anhydrous sodium sulfate, filtered and evaporatedin vacuo to yield 5,6-dimethoxy-1-oxo-2,3-dihydro-1Hinden-2-yl 1-benzylpiperidine-4-carboxylate 67, as a light brownoil (0.39 g, 85%). The product was used without any further purification.Rf 0.12 (3:1 ethyl acetate: hexane); numax (neat)/cm-1 2949, 1736, 1698, 1593, 1499, 1454, 1305, 1261, 1113, 1072, 1007, 853, 739,698; 1H NMR (300 MHz, CDCl3); delta 7.50e7.43 (m, 2H, ArH’s),7.40e7.30 (m, 3H, ArH’s), 7.16 (s, 1H, ArH), 6.84 (s, 1H, ArH), 5.43(dd, 1H, J 4.3 & 7.7 Hz, COCHOCO), 3.96 (s, 3H, OCH3), 3.89 (s, 3H,OCH3), 3.84 (s, 2H, CH2Ph), 3.52 (dd, 1H, J 7.7 & 16.8 Hz,CH2aCHCO), 3.08e2.98 (m, 2H, CH2N & CHCO2), 2.93 (dd, 1H, J 4.2& 16.8 Hz, CH2bCHCO), 2.65 (s, 2H, CH2N), 2.29e2.14 (m, 2H, CH2 &CH2N), 2.12e2.01 (m, 3H, CH2); 13C NMR (75 MHz, CDCl3); delta 199.10,173.61, 156.70, 150.13, 146.10, 130.54, 128.85, 128.75, 127.18, 107.57,104.80, 74.40, 61.90, 56.47, 56.28, 51.10, 33.07, 26.08, 26.04; HRMSm/z (ESI) 410.1961 ([M + H] requires 410.1962).

10315-07-8, The synthetic route of 10315-07-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; van Greunen, Divan G.; Cordier, Werner; Nell, Margo; van der Westhuyzen, Chris; Steenkamp, Vanessa; Panayides, Jenny-Lee; Riley, Darren L.; European Journal of Medicinal Chemistry; vol. 127; (2017); p. 671 – 690;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

 

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10315-07-8 1-Benzylpiperidine-4-carboxylic acid 4714983, apiperidines compound, is more and more widely used in various.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.10315-07-8,1-Benzylpiperidine-4-carboxylic acid,as a common compound, the synthetic route is as follows.

General procedure: A 20 mL Radleys Carousel screw-capped glass tube was charged with carboxylic acid (2 mmol, 1.0 equiv), DMF (1.2 mL), T3P in DMF 50%(1.28 mL, 1.4 g, 1.1 equiv) and HCl (4 M in dioxane, 0.25 mL, 1.0mmol, 0.5 equiv) at r.t. The mixture was heated to 130 C (ca. 120 C internal) and stirred until the conversion according to LC-MS or TLCwas ?95%. The solution was quenched at 10 C with aq half-saturated Na2CO3 (5 mL; caution: gas evolution) and extracted with i-PrOAc (10mL and 2 ¡Á 5 mL or until no product was present in the aqueousphase). Combined organic phases were dried over MgSO4 and concentratedunder reduced pressure. The crude product was purified bychromatography on silica gel as described below. 1-Benzyl-N,N-dimethylpiperidine-4-carboxamide (17)The reaction was performed according to the general procedure with1-benzylpiperidine-4-carboxylic acid as starting material. Afterwork-up, the crude material was absorbed on Celite, concentrated todryness and purified by chromatography on silica gel (5 g Isolute SPEcolumn, Flash Si II; heptane-EtOAc, 4:1 to 1:9) to give 17.Yield: 450 mg (91%) yellow solid; mp 83.5-84.5 C.IR: 2926 (m), 1730 (w), 1635 (s), 1493 (m), 1341 (m), 1266 (m), 1139(m), 997 (m), 789 (w) cm-1. 1H NMR (500 MHz, CDCl3): delta = 7.31-7.35 (m, 4 H), 7.23-7.28 (m, 1 H),3.53 (s, 2 H), 3.05 (s, 3 H), 2.95 (m, 5 H), 2.49 (tt, J = 3.7, 11.4 Hz, 1 H),2.02 (t, J = 11.4 Hz, 2 H), 1.85-1.93 (m, 2 H), 1.68 (d, J = 12.9 Hz, 2 H).13C NMR (125 MHz, CDCl3): delta = 175.09, 138.45, 129.09, 128.19,126.96, 63.27, 53.21, 38.93, 37.06, 35.61, 28.53.MS: m/z = 247.16 [M + 1]+.HRMS (ESI): m/z [M + H]+ calcd for C15H22N2O: 247.1805; found:247.1809., 10315-07-8

10315-07-8 1-Benzylpiperidine-4-carboxylic acid 4714983, apiperidines compound, is more and more widely used in various.

Reference£º
Article; Bannwart, Linda; Abele, Stefan; Tortoioli, Simone; Synthesis; vol. 48; 13; (2016); p. 2069 – 2078;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem