1,1'-Carbonyldiimidazole → N-benzyl-2-(3-(2,2-dimethoxyethyl)-3-(4-fluorobenzyl)ureido)-4-methylthiazole-5-carboxamide

HRID 2067318ノート

反応式

HRID 2067318 の反応式
[NH2:1][C:2]1[S:3][C:4]([C:8]([NH:10][CH2:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)=[O:9])=[C:5]([CH3:7])[N:6]=1.[C:18](N1C=CN=C1)(N1C=CN=C1)=[O:19].[F:30][C:31]1[CH:44]=[CH:43][C:34]([CH2:35][NH:36][CH2:37][CH:38]([O:41][CH3:42])[O:39][CH3:40])=[CH:33][CH:32]=1>O1CCCC1>[CH2:11]([NH:10][C:8]([C:4]1[S:3][C:2]([NH:1][C:18]([N:36]([CH2:37][CH:38]([O:39][CH3:40])[O:41][CH3:42])[CH2:35][C:34]2[CH:33]=[CH:32][C:31]([F:30])=[CH:44][CH:43]=2)=[O:19])=[N:6][C:5]=1[CH3:7])=[O:9])[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1

参加物

5

反応物 3

HCID 682631,1'-CarbonyldiimidazoleHCID 210824N-Benzyl-2-imino-4-methyl-2,3-dihydro-1,3-thiazole-5-carboximidic acidHCID 11615438N-(2,2-dimethoxyethyl)-N-(4-fluorobenzyl)amine

生成物 1

HCID 86645286N-benzyl-2-(3-(2,2-dimethoxyethyl)-3-(4-fluorobenzyl)ureido)-4-methylthiazole-5-carboxamide収率 77%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To a solution of 2-amino-N-benzyl-4-methylthiazole-5-carboxamide (0.31 g, 1.25 mmol) in tetrahydrofuran (20 mL) was added 1,1′-carbonyldiimidazole (0.24 g, 1.50 mmol) at ambient temperature. The resulting reaction mixture was stirred at ambient temperature for 6 hours, and N-(4-fluorobenzyl)-2,2-dimethoxyethanamine (0.35 g, 1.65 mmol) was added. The reaction mixture was stirred at ambient temperature for 17 hour. The solvent was removed in vacuo, and the residue was purified by column chromatography to afford the title compound in 77% yield (0.47 g): MS (ES+) m/z 487.4 (M+1).

後処理

  1. customThe resulting reaction mixture
  2. stirringThe reaction mixture was stirred at ambient temperature for 17 hour
  3. customThe solvent was removed in vacuo
  4. customthe residue was purified by column chromatography

出典と根拠

ORDレコード
ord-1f8f5a052fd349ae886c967b8f2d2aa3
出典データセット
uspto-grants-2012_10
特許番号
US08293768B2

反応ノート

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