3-Thiophenemethylamine → 3-[1-(ethylsulfonyl)-4-piperidinyl]-5-(3-{[(3-thienylmethyl)amino]methyl}phenyl)-1H-indole-7-carboxamide

反応式

[CH2:1]([S:3]([N:6]1[CH2:11][CH2:10][CH:9]([C:12]2[C:20]3[C:15](=[C:16]([C:29]([NH2:31])=[O:30])[CH:17]=[C:18]([C:21]4[CH:26]=[CH:25][CH:24]=[C:23]([CH:27]=O)[CH:22]=4)[CH:19]=3)[NH:14][CH:13]=2)[CH2:8][CH2:7]1)(=[O:5])=[O:4])[CH3:2].[S:32]1[CH:36]=[CH:35][C:34]([CH2:37][NH2:38])=[CH:33]1.[BH-](OC(C)=O)(OC(C)=O)OC(C)=O.[Na+]>>[CH2:1]([S:3]([N:6]1[CH2:7][CH2:8][CH:9]([C:12]2[C:20]3[C:15](=[C:16]([C:29]([NH2:31])=[O:30])[CH:17]=[C:18]([C:21]4[CH:26]=[CH:25][CH:24]=[C:23]([CH2:27][NH:38][CH2:37][C:34]5[CH:35]=[CH:36][S:32][CH:33]=5)[CH:22]=4)[CH:19]=3)[NH:14][CH:13]=2)[CH2:10][CH2:11]1)(=[O:5])=[O:4])[CH3:2]

参加物

反応物 3

HCID 27763813-Thiophenemethylamine

HCID 5049666Sodium triacetoxyborohydride

HCID 577328043-[1-(ethylsulfonyl)-4-piperidinyl]-5-(3-formylphenyl)-1H-indole-7-carboxamide

生成物 1

HCID 577328153-[1-(ethylsulfonyl)-4-piperidinyl]-5-(3-{[(3-thienylmethyl)amino]methyl}phenyl)-1H-indole-7-carboxamide収率 10.1%

実験手順

Following the general procedure of example 16, 3-[1-(ethylsulfonyl)-4-piperidinyl]-5-(3-formylphenyl)-1H-indole-7-carboxamide (50 mg, 0.114 mmol), 1-(3-thienyl)methanamine (9.83 mg, 0.087 mmol) and NaBH(OAc)3 (58 mg, 0.261 mmol) were reacted to give the title compound (4.7 mg, 7.8%).

後処理

customwere reacted

出典と根拠

ORDレコード: ord-dfe53990914349a6bc125e149c172da3
出典データセット: uspto-grants-2013_01
DOI: 10.6084/m9.figshare.5104873.v1
特許番号: US08354406B2

反応ノート

読み込み中…