Pyridine → 2-Propionylamino-4-[4-(diphenylmethoxy)piperidinomethyl]thiazole

HRID 1649845ノート

反応式

HRID 1649845 の反応式
[NH2:1][C:2]1[S:3][CH:4]=[C:5]([CH2:7][N:8]2[CH2:13][CH2:12][CH:11]([O:14][CH:15]([C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=3)[C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)[CH2:10][CH2:9]2)[N:6]=1.N1C=CC=CC=1.[C:34](Cl)(=[O:37])[CH2:35][CH3:36]>CN(C)C=O.ClCCl>[C:34]([NH:1][C:2]1[S:3][CH:4]=[C:5]([CH2:7][N:8]2[CH2:13][CH2:12][CH:11]([O:14][CH:15]([C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=3)[C:16]3[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=3)[CH2:10][CH2:9]2)[N:6]=1)(=[O:37])[CH2:35][CH3:36]

参加物

6

反応物 3

HCID 1049PyridineHCID 62324Propionyl chlorideHCID 198549372-Amino-4-[4-(diphenylmethoxy)piperidinomethyl]thiazole

生成物 1

HCID 145008962-Propionylamino-4-[4-(diphenylmethoxy)piperidinomethyl]thiazole

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 6344Dichloromethane溶媒

実験手順

To a stirred mixture of 2-amino-4-[4-(diphenylmethoxy)piperidinomethyl]thiazole (8.04 g) and pyridine (7.72 ml) in dry N,N-dimethylformamide (80 ml) was added slowly a solution of propionyl chloride (2.76 ml) in dichloromethane (2 ml) at a temperature below 5° C. After 30 minutes, the reaction mixture was poured into ice water (800 ml) and extracted with ethyl acetate (400 ml), and the extract was dried over magnesium sulfate. The solvent was distilled off and purified by column chromatography on silica gel to give 2-propionylamino-4-[4-(diphenylmethoxy)piperidinomethyl]thiazole (8.9 g).

後処理

  1. extractionextracted with ethyl acetate (400 ml)
  2. dry with materialthe extract was dried over magnesium sulfate
  3. distillationThe solvent was distilled off
  4. custompurified by column chromatography on silica gel

出典と根拠

ORDレコード
ord-3299022a8d0e4b37b1bb0064d3319c50
出典データセット
uspto-grants-1990_05
特許番号
US04921887

反応ノート

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