Piperidine → 1-[3-[(Piperidin-1-yl)carbonyl]-4-phenylbutyl]-2-[(4-chlorophenoxy)methyl]-4-methylbenzimidazole

HRID 1383972ノート

反応式

HRID 1383972 の反応式
[C:1]([CH:4]([CH2:26][C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1)[CH2:5][CH2:6][N:7]1[C:11]2[CH:12]=[CH:13][CH:14]=[C:15]([CH3:16])[C:10]=2[N:9]=[C:8]1[CH2:17][O:18][C:19]1[CH:24]=[CH:23][C:22]([Cl:25])=[CH:21][CH:20]=1)(O)=[O:2].[NH:33]1[CH2:38][CH2:37][CH2:36][CH2:35][CH2:34]1.ON1C2C=CC=CC=2N=N1.C1(N=C=NC2CCCCC2)CCCCC1>CN(C)C=O>[N:33]1([C:1]([CH:4]([CH2:26][C:27]2[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=2)[CH2:5][CH2:6][N:7]2[C:11]3[CH:12]=[CH:13][CH:14]=[C:15]([CH3:16])[C:10]=3[N:9]=[C:8]2[CH2:17][O:18][C:19]2[CH:20]=[CH:21][C:22]([Cl:25])=[CH:23][CH:24]=2)=[O:2])[CH2:38][CH2:37][CH2:36][CH2:35][CH2:34]1

参加物

6

反応物 4

HCID 8082PiperidineHCID 10868DicyclohexylcarbodiimideHCID 757711-HydroxybenzotriazoleHCID 211886901-(4-Phenyl-3-carboxybutyl)-2-[(4-chlorophenoxy)methyl]-4-methylbenzimidazole

生成物 1

HCID 211886331-[3-[(Piperidin-1-yl)carbonyl]-4-phenylbutyl]-2-[(4-chlorophenoxy)methyl]-4-methylbenzimidazole収率 162.1%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

To a stirring solution of 1-[3-carboxy-4-phenylbutyl]-2-[(4-chlorophenoxy)methyl]-4-methylbenzimidazole (1.0 g, 2.2 mmol) in N,N-dimethylformamide (75 ml) were added sequentially piperidine (206 mg, 1.1 eq), 1-hydroxy-benzotriazole (327 mg, 1.1 eq), and dicyclohexylcarbodiimide (500 mg, 1.1 eq). The resulting mixture was then stirred under a nitrogen atmosphere at room temperature for 64 hours. The reaction mixture was then filtered and the resulting filtrate was concntrated under reduced pressure. This residue was taken into ethyl acetate (200 ml) and washed once with water (200 ml), dried over potassium carbonate. The solvents were removed in vacuo to yield 1.84 grams of a tan foam.

後処理

  1. filtrationThe reaction mixture was then filtered
  2. washwashed once with water (200 ml)
  3. dry with materialdried over potassium carbonate
  4. customThe solvents were removed in vacuo

出典と根拠

ORDレコード
ord-b1049fca767d417b954803a765c721e8
出典データセット
uspto-grants-2001_07
特許番号
US06255494B1

反応ノート

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