1-Hydroxybenzotriazole → 4-(3-Chlorophenyl)-6-[(2-cyclohexylethoxy)methyl]-5-(3,3-diphenylpropylcarbamoyl)-2-phenyl-1,4-dihydropyrimidine

HRID 24596

反応式

HRID 24596 の反応式
[Cl:1][C:2]1[CH:3]=[C:4]([CH:8]2[C:13]([C:14](O)=[O:15])=[C:12]([CH2:17][O:18][CH2:19][CH2:20][CH:21]3[CH2:26][CH2:25][CH2:24][CH2:23][CH2:22]3)[NH:11][C:10]([C:27]3[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=3)=[N:9]2)[CH:5]=[CH:6][CH:7]=1.[C:33]1([CH:39]([C:43]2[CH:48]=[CH:47][CH:46]=[CH:45][CH:44]=2)[CH2:40][CH2:41][NH2:42])[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=1.CCN=C=NCCCN(C)C.Cl.ON1C2C=CC=CC=2N=N1>ClCCl>[Cl:1][C:2]1[CH:3]=[C:4]([CH:8]2[C:13]([C:14](=[O:15])[NH:42][CH2:41][CH2:40][CH:39]([C:33]3[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=3)[C:43]3[CH:48]=[CH:47][CH:46]=[CH:45][CH:44]=3)=[C:12]([CH2:17][O:18][CH2:19][CH2:20][CH:21]3[CH2:22][CH2:23][CH2:24][CH2:25][CH2:26]3)[NH:11][C:10]([C:27]3[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=3)=[N:9]2)[CH:5]=[CH:6][CH:7]=1

参加物

6

反応物 4

HCID 757711-Hydroxybenzotriazole2 回HCID 796983,3-DiphenylpropylamineHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 155461044-(3-Chlorophenyl)-6-[(2-cyclohexylethoxy)methyl]-2-phenyl-1,4-dihydropyrimidine-5-carboxylic acid

生成物 1

HCID 99393714-(3-Chlorophenyl)-6-[(2-cyclohexylethoxy)methyl]-5-(3,3-diphenylpropylcarbamoyl)-2-phenyl-1,4-dihydropyrimidine

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

60.0 mg (0.110 mmol) of 4-(3-chlorophenyl)-6-[(2-cyclohexylethoxy)methyl]-2-phenyl-1,4-dihydropyrimidine-5-carboxylic acid and 34.9 mg (0.165 mmol) of 3,3-diphenylpropylamine were dissolved in 10 ml of dichloromethane. 31.6 mg (0.165 mmol) of WSC hydrochloride and 16.8 mg (0.110 mmol) of 1-hydroxybenzotriazole (hereinafter referred to as “HOBT”) were added to the obtained solution under cooling with ice, and they were stirred at room temperature overnight. The reaction mixture was diluted with dichloromethane and then washed with saturated aqueous sodium hydrogencarbonate solution. The organic layer was dried over anhydrous sodium sulfate and then concentrated under reduced pressure. The residue was purified by the silica gel chromatography (hexane/ethyl acetate=3/1 to 1/1) to obtain the title compound.

後処理

  1. additionwere added to the obtained solution
  2. temperatureunder cooling with ice, and they
  3. washwashed with saturated aqueous sodium hydrogencarbonate solution
  4. dry with materialThe organic layer was dried over anhydrous sodium sulfate
  5. concentrationconcentrated under reduced pressure
  6. customThe residue was purified by the silica gel chromatography (hexane/ethyl acetate=3/1 to 1/1)

出典と根拠

ORDレコード
ord-8b5d6045938543759c3dedfaaef04ce5
出典データセット
uspto-grants-2005_02
特許番号
US06855716B2

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