1H-Benzotriazole-1-carboxaldehyde → (S)-N-[[3-[3-Fluoro-4-[1-(formyl)-3-azetidinyl]phenyl]-2-oxo-5-oxazolidinyl]methyl]acetamide

HRID 277833

반응식

HRID 277833 반응식
[CH:1](N1C2C=CC=CC=2N=N1)=[O:2].[F:12][C:13]1[CH:14]=[C:15]([N:23]2[CH2:27][C@H:26]([CH2:28][NH:29][C:30](=[O:32])[CH3:31])[O:25][C:24]2=[O:33])[CH:16]=[CH:17][C:18]=1[CH:19]1[CH2:22][NH:21][CH2:20]1>C1COCC1>[F:12][C:13]1[CH:14]=[C:15]([N:23]2[CH2:27][C@H:26]([CH2:28][NH:29][C:30](=[O:32])[CH3:31])[O:25][C:24]2=[O:33])[CH:16]=[CH:17][C:18]=1[CH:19]1[CH2:22][N:21]([CH:1]=[O:2])[CH2:20]1

참가 물질

4

반응물 2

HCID 5767401H-Benzotriazole-1-carboxaldehydeHCID 53667482(S)-N-[[3-[3-Fluoro-4-[3-azetidinyl]phenyl]-2-oxo-5-oxazolidinyl]methyl]acetamide

생성물 1

HCID 54095930(S)-N-[[3-[3-Fluoro-4-[1-(formyl)-3-azetidinyl]phenyl]-2-oxo-5-oxazolidinyl]methyl]acetamide

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

N-Formylbenzotriazole (115 mg, 0.78 mmol) was added to a stirred suspension of (S)-N-[[3-[3-fluoro-4-[3-azetidinyl]phenyl]-2-oxo-5-oxazolidinyl]methyl]acetamide (Example 82, 153 mg, 0.50 mmol) in THF (5 mL) and stirred overnight. The solvent was removed and the residue chromatographed over silica gel (50 g, 40-60 μm) eluting with 2-5% methanol-chloroform to give the title compound as a white foam. FAB-HRMS: theory 336.1356 (M+1); meas. 336.1357.

후처리

  1. customThe solvent was removed
  2. customthe residue chromatographed over silica gel (50 g, 40-60 μm)
  3. washeluting with 2-5% methanol-chloroform

출처 및 근거

ORD 기록
ord-762fd714d6dc4bdb8e5fb4f3fe196efd
출처 데이터셋
uspto-grants-2002_03
특허 번호
US06358942B1

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