Triethylamine → 4-(3-Cyclohexyl-indole-1-sulfonyl)-N-(4-fluoro-benzyl)-benzamide

HRID 1178987

反応式

HRID 1178987 の反応式
[F:1][C:2]1[CH:9]=[CH:8][C:5]([CH2:6][NH2:7])=[CH:4][CH:3]=1.C(N(CC)CC)C.[CH:17]1([C:23]2[C:31]3[C:26](=[CH:27][CH:28]=[CH:29][CH:30]=3)[N:25]([S:32]([C:35]3[CH:43]=[CH:42][C:38]([C:39](O)=[O:40])=[CH:37][CH:36]=3)(=[O:34])=[O:33])[CH:24]=2)[CH2:22][CH2:21][CH2:20][CH2:19][CH2:18]1.F[P-](F)(F)(F)(F)F.N1(O[P+](N(C)C)(N(C)C)N(C)C)C2C=CC=CC=2N=N1>>[CH:17]1([C:23]2[C:31]3[C:26](=[CH:27][CH:28]=[CH:29][CH:30]=3)[N:25]([S:32]([C:35]3[CH:36]=[CH:37][C:38]([C:39]([NH:7][CH2:6][C:5]4[CH:8]=[CH:9][C:2]([F:1])=[CH:3][CH:4]=4)=[O:40])=[CH:42][CH:43]=3)(=[O:33])=[O:34])[CH:24]=2)[CH2:18][CH2:19][CH2:20][CH2:21][CH2:22]1

参加物

5

反応物 4

HCID 8471TriethylamineHCID 673264-FluorobenzylamineHCID 151348Benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphateHCID 589752174-(3-Cyclohexyl-indole-1-sulfonyl)-benzoic acid

生成物 1

HCID 589752244-(3-Cyclohexyl-indole-1-sulfonyl)-N-(4-fluoro-benzyl)-benzamide収率 99%

実験手順

Add 4-Fluoro-benzylamine (72 mg, 0.574 mmol, 1.1 eq) followed by triethylamine (343 mg, 0.472 ml, 3.39 mmol, 6.5 eq) to a CH2CL2 solution (8 ml) of 4-(3-Cyclohexyl-indole-1-sulfonyl)-benzoic acid (200 mg, 0.521 mmol, 1 eq). Add benzotriazol-1-yloxytris(dimethylamino)phosphonium hexafluorophosphate (231 mg, 0.521 mmol, 1 eq) and stir at room temperature for 16 hours. Remove solvent on rotovap and purify crude by silica gel chromatography to give 4-(3-Cyclohexyl-indole-1-sulfonyl)-N-(4-fluoro-benzyl)-benzamide (232 mg, 99% yield). Mass Spectrum (m/e): 490.92 (MH+).

後処理

  1. customRemove solvent on rotovap and purify crude by silica gel chromatography

出典と根拠

ORDレコード
ord-80bef4a7d70947a2972bea533e2262cc
出典データセット
uspto-grants-2007_10
特許番号
US07276516B2

関連ノート

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