Ammonium Chloride → (R)-5-(5-Bromo-2-fluoro-phenyl)-5-methyl-5,6-dihydro-2H-[1,4]oxazin-3-ylamine

HRID 593342노트

반응식

HRID 593342 반응식
[Br:1][C:2]1[CH:3]=[CH:4][C:5]([F:16])=[C:6]([C@@:8]2([CH3:15])[NH:13][C:12](=O)[CH2:11][O:10][CH2:9]2)[CH:7]=1.F[B-](F)(F)F.C[O+](C)C.[Cl-].[NH4+:27]>>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([F:16])=[C:6]([C@:8]2([CH3:15])[CH2:9][O:10][CH2:11][C:12]([NH2:27])=[N:13]2)[CH:7]=1

참가 물질

4

반응물 3

HCID 25517Ammonium ChlorideHCID 2735153Oxonium, trimethyl-, tetrafluoroborate(1-) (1:1)HCID 58155287(R)-5-(5-bromo-2-fluoro-phenyl)-5-methyl-morpholin-3-one

생성물 1

HCID 58155238(R)-5-(5-Bromo-2-fluoro-phenyl)-5-methyl-5,6-dihydro-2H-[1,4]oxazin-3-ylamine

실험 절차

In analogy to step a) in the synthesis of building block D, the treatment of (R)-5-(5-bromo-2-fluoro-phenyl)-5-methyl-morpholin-3-one with trimethyloxonium tetrafluoroborate followed by the nucleophilic substitution with ammonium chloride yielded the title compound; its hydrochloride was obtained as a white solid (74%). Mass (calculated) C11H12BrFN2O [287.13]; (found) [M+H]+=287, [M+2+H]+=289.

후처리

  1. customIn analogy to step a) in the synthesis of building block D

출처 및 근거

ORD 기록
ord-bf40da5472c84389931e2851fe2d0b75
출처 데이터셋
uspto-grants-2016_01
특허 번호
US09242943B2

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