Triethylamine → 4-(1H-Benzimidazol-2-yl)-N-[2-(4-phenyl-1-piperazinyl)ethyl]benzamide

HRID 375530ノート

反応式

HRID 375530 の反応式
[NH:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[C:2]1[C:10]1[CH:18]=[CH:17][C:13]([C:14]([OH:16])=O)=[CH:12][CH:11]=1.[C:19]1([N:25]2[CH2:30][CH2:29][N:28]([CH2:31][CH2:32][NH2:33])[CH2:27][CH2:26]2)[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1.Cl.CN(C)CCCN=C=NCC.C(N(CC)CC)C>ClCCl>[NH3:1].[NH:3]1[C:4]2[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=2[N:1]=[C:2]1[C:10]1[CH:11]=[CH:12][C:13]([C:14]([NH:33][CH2:32][CH2:31][N:28]2[CH2:29][CH2:30][N:25]([C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)[CH2:26][CH2:27]2)=[O:16])=[CH:17][CH:18]=1

参加物

7

反応物 4

HCID 8471TriethylamineHCID 7594194-(1h-Benzimidazol-2-yl)benzoic acidHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 47425032-(4-Phenylpiperazin-1-yl)ethan-1-amine

生成物 2

HCID 222AmmoniaHCID 189930524-(1H-Benzimidazol-2-yl)-N-[2-(4-phenyl-1-piperazinyl)ethyl]benzamide収率 73.9%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

A mixture of 4-(1H-benzimidazol-2-yl)benzoic acid (Example E) (0.50 g), 2-(4-phenylpiperazin-1-yl)ethylamine (0.77 g), 1-(3-dimethylaminopropyl)3-ethylcarbodiimide hydrochloride (0.44 g) and triethylamine (0.29 mL) in dichloromethane (20 mL) is stirred at room temperature for 2 days. The mixture is washed with water (50 mL), dried over MgSO4, filtered and evaporated. The residue is purified by MPLC on silica gel eluting with 100:8:1 dichloromethane: ethanol:0.880 aqueous ammonia to give 0.33 g of the title compound as a beige solid; mp 190°-192° C.

後処理

  1. washThe mixture is washed with water (50 mL)
  2. dry with materialdried over MgSO4
  3. filtrationfiltered
  4. customevaporated
  5. customThe residue is purified by MPLC on silica gel eluting with 100:8:1 dichloromethane

出典と根拠

ORDレコード
ord-fa436fedf31d4580a07fc0fcbdf639d6
出典データセット
uspto-grants-1996_01
特許番号
US05486517

反応ノート

読み込み中…