Potassium Carbonate → N-(4-Chlorobenzyl)-2-(hydroxymethyl)-7-(2-methoxyethyl)-4-oxo-4,7-dihydro-thieno[2,3-b]pyridine-5-carboxamide

HRID 2307297노트

반응식

HRID 2307297 반응식
C(=O)([O-])[O-].[K+].[K+].Br[CH2:8][CH2:9][O:10][CH3:11].[Cl:12][C:13]1[CH:34]=[CH:33][C:16]([CH2:17][NH:18][C:19]([C:21]2[C:22]([OH:32])=[C:23]3[CH:29]=[C:28]([CH2:30][OH:31])[S:27][C:24]3=[N:25][CH:26]=2)=[O:20])=[CH:15][CH:14]=1>CN(C=O)C.O>[Cl:12][C:13]1[CH:14]=[CH:15][C:16]([CH2:17][NH:18][C:19]([C:21]2[C:22](=[O:32])[C:23]3[CH:29]=[C:28]([CH2:30][OH:31])[S:27][C:24]=3[N:25]([CH2:8][CH2:9][O:10][CH3:11])[CH:26]=2)=[O:20])=[CH:33][CH:34]=1

참가 물질

6

반응물 3

HCID 11430Potassium CarbonateHCID 809722-Bromoethyl methyl etherHCID 178522940HCID 178522940, 화합물

생성물 1

HCID 22605694N-(4-Chlorobenzyl)-2-(hydroxymethyl)-7-(2-methoxyethyl)-4-oxo-4,7-dihydro-thieno[2,3-b]pyridine-5-carboxamide

시약·촉매·용매 2

HCID 962Water용매HCID 6228Dimethylformamide용매

실험 절차

Potassium carbonate (5.0 g) and bromoethylmethyl ether (5.0 g) are added to a solution of N-(4-chlorobenzyl)-4-hydroxy-2-(hydroxymethyl)thieno[2,3-b]pyridine-5-carboxamide (11.4 g, prepared as described in U.S. Pat. No. 6,239,142) in anhydrous DMF (350 mL). The reaction mixture is stirred at room temperature for 18 b. The mixture is diluted with water (600 mL) and filtered. The resulting white powder is dried in a vacuum oven to afford 8.44 g of the title compound as a white solid. Physical characteristics. M.p. 193° C.; 1H NMR (300 MHz, DMSO-d6) δ 10.58, 8.65, 7.37, 7.29, 5.82, 4.70, 4.54, 4.47, 3.76, 3.24. HRMS (FAB) m/z 407.0836 (M+H)+. Anal. Found: C, 55.81; H, 4.71; N, 6.90; Cl, 8.58, S, 7.81.

후처리

  1. customprepared
  2. filtrationfiltered
  3. customThe resulting white powder is dried in a vacuum oven

출처 및 근거

ORD 기록
ord-f1bb8e5adc354093b2e7b43054b36bad
출처 데이터셋
uspto-grants-2004_12
특허 번호
US06831081B2

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