Bromoacetyl chloride → HCID 68227111, compound

HRID 403233Notes

Reaction equation

[NH2:1][C@@:2]([C:9]1[CH:14]=[C:13]([Br:15])[CH:12]=[CH:11][C:10]=1[F:16])([CH3:8])[C:3]([F:7])([F:6])[CH2:4][OH:5].[Br:17][CH2:18][C:19](Cl)=[O:20]>>[Br:17][CH2:18][C:19]([NH:1][C@@:2]([C:9]1[CH:14]=[C:13]([Br:15])[CH:12]=[CH:11][C:10]=1[F:16])([CH3:8])[C:3]([F:6])([F:7])[CH2:4][OH:5])=[O:20]

Participants

Reactant 2

HCID 89602Bromoacetyl chloride

HCID 57486359HCID 57486359, compound

Product 1

HCID 68227111HCID 68227111, compound

Procedure

Prepared in an analogous manner as described for intermediate A15A from (R)-3-amino-3-(5-bromo-2-fluoro-phenyl)-2,2-difluoro-butan-1-ol (intermediate A14B) (2.96 g, 9.93 mmol) and bromoacetyl chloride (1.72 g, 914 μl, 10.9 mmol). Obtained was the title compound as an off-white solid. MS (ISP): m/z=418.0 [(M+H)+], 420.0 [(M+2+H)+] and 422.0 [(M+4+H)+].

Workup

customPrepared in an analogous manner
customObtained

Sources & evidence

ORD record: ord-52c11edca3ff426bb4ef4d7447cf6a07
Source dataset: uspto-grants-2014_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08748418B2

Reaction notes

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