反応式
[NH:1]1[CH2:5][CH2:4][CH:3]([CH2:6][NH:7][C:8]([CH:10]2[C:15]3[N:16]=[C:17]([NH:19][C:20](=[O:28])[CH2:21][CH:22]4[CH2:27][CH2:26][CH2:25][CH2:24][CH2:23]4)[S:18][C:14]=3[CH2:13][CH2:12][CH2:11]2)=[O:9])[CH2:2]1.[Cl:29][C:30]1[CH:37]=[CH:36][CH:35]=[C:34]([Cl:38])[C:31]=1[CH:32]=O>C(Cl)Cl>[Cl:29][C:30]1[CH:37]=[CH:36][CH:35]=[C:34]([Cl:38])[C:31]=1[CH2:32][N:1]1[CH2:5][CH2:4][CH:3]([CH2:6][NH:7][C:8]([CH:10]2[C:15]3[N:16]=[C:17]([NH:19][C:20](=[O:28])[CH2:21][CH:22]4[CH2:23][CH2:24][CH2:25][CH2:26][CH2:27]4)[S:18][C:14]=3[CH2:13][CH2:12][CH2:11]2)=[O:9])[CH2:2]1参加物
4
反応物 2
生成物 1
試薬・触媒・溶媒 1
実験手順
Compound 2-(2-cyclohexylacetylamino)-4,5,6,7-tetrahydrobenzthiazol-4-carboxylic acid (1-pyrrolidin-3-yl)methylamide (1) (1.66 mmol) was dissolved in DCM (15 mL) under a blanket of nitrogen. 2,6-Dichlorobenzaldehyde (320 mg, 1.82 mmol) and sodium triacetoxyboron hydride (530 mg, 2.48 mmol) were added. The reaction mixture was stirred overnight at RT under a blanket of nitrogen. Following removal of the solvent in vacuo and purification by column chromatography (SiO2, DCM/MeOH 95:5), there were obtained 623 mg (1.11 mmol, 67% of theory) of the desired product 2-(2-cyclohexylacetylamino)-4,5,6,7-tetrahydrobenzthiazol-4-carboxylic acid [1-(2,6-dichlorobenzyl)-pyrrolidin-3-yl]methylamide (K).
後処理
- customremoval of the solvent
- customin vacuo and purification by column chromatography (SiO2, DCM/MeOH 95:5)
出典と根拠
- ORDレコード
- ord-7efaa9714f4a492d82ea84182d668f1b
- 出典データセット
- uspto-grants-2008_03
- 特許番号
- US07348347B2
関連ノート
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