Diethyl Ether → (S)-2-(4-nitrophenyl)-1-[(thiophen-2-yl)oxazol-4-yl]ethanamine HBr

HRID 60057

반응식

HRID 60057 반응식
[Br:1][CH2:2][C:3](=O)[C@@H:4]([NH:15]C(=O)OC(C)(C)C)[CH2:5][C:6]1[CH:11]=[CH:10][C:9]([N+:12]([O-:14])=[O:13])=[CH:8][CH:7]=1.[S:24]1[CH:28]=[CH:27][CH:26]=[C:25]1[C:29]([NH2:31])=[O:30].C(OCC)C>CC#N>[BrH:1].[N+:12]([C:9]1[CH:8]=[CH:7][C:6]([CH2:5][C@@H:4]([C:3]2[N:31]=[C:29]([C:25]3[S:24][CH:28]=[CH:27][CH:26]=3)[O:30][CH:2]=2)[NH2:15])=[CH:11][CH:10]=1)([O-:14])=[O:13]

참가 물질

5

반응물 3

HCID 3283Diethyl EtherHCID 220632-ThiophenecarboxamideHCID 53778469(S)-tert-Butyl (4-bromo-1-(4-nitrophenyl)-3-oxobutan-2-yl)carbamate

생성물 1

HCID 66704762(S)-2-(4-nitrophenyl)-1-[(thiophen-2-yl)oxazol-4-yl]ethanamine HBr

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

A mixture of (S)-tert-butyl 4-bromo-1-(4-nitrophenyl)-3-oxobutan-2-ylcarbamate, 7, (38.7 g, 100 mmol), and thiophen-2-carboxamide (14 g, 110 mmol) (available from Alfa Aesar) in CH3CN (500 mL) is refluxed for 5 hours. The reaction mixture is cooled to room temperature and diethyl ether (200 mL) is added to the solution. The precipitate which forms is collected by filtration. The solid is dried under vacuum to afford the desired product which can be used for the next step without purification.

후처리

  1. temperatureis refluxed for 5 hours
  2. filtrationThe precipitate which forms is collected by filtration
  3. customThe solid is dried under vacuum

출처 및 근거

ORD 기록
ord-64f68e141190441a8eea54be3c6c2f1b
출처 데이터셋
uspto-grants-2016_09
특허 번호
US09440963B2

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