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

HRID 1649845노트

반응식

HRID 1649845 반응식
[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]

참가 물질

6

반응물 3

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

생성물 1

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

시약·촉매·용매 2

HCID 6228Dimethylformamide용매HCID 6344Dichloromethane용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-3299022a8d0e4b37b1bb0064d3319c50
출처 데이터셋
uspto-grants-1990_05
특허 번호
US04921887

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