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

HRID 2307297ノート

反応式

HRID 2307297 の反応式
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

参加物

6

反応物 3

HCID 11430Potassium CarbonateHCID 809722-Bromoethyl methyl etherHCID 178522940HCID 178522940、化合物

生成物 1

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

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒

実験手順

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.

後処理

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

出典と根拠

ORDレコード
ord-f1bb8e5adc354093b2e7b43054b36bad
出典データセット
uspto-grants-2004_12
特許番号
US06831081B2

反応ノート

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