Ammonium Chloride → 10-Bromo-3-((3,5-difluorophenyl)(hydroxy)methyl)-9-fluoro-5,6-dihydrobenzo[f]imidazo[1,2-d][1,4]oxazepine-2-carboxamide

HRID 575383Notes

Reaction equation

HRID 575383 reaction equation
[Br:1][C:2]1[C:3]([F:29])=[CH:4][C:5]2[O:11][CH2:10][CH2:9][N:8]3[C:12]([CH:18]([C:20]4[CH:25]=[C:24]([F:26])[CH:23]=[C:22]([F:27])[CH:21]=4)[OH:19])=[C:13]([C:15](O)=[O:16])[N:14]=[C:7]3[C:6]=2[CH:28]=1.[Cl-].[NH4+:31]>>[Br:1][C:2]1[C:3]([F:29])=[CH:4][C:5]2[O:11][CH2:10][CH2:9][N:8]3[C:12]([CH:18]([C:20]4[CH:25]=[C:24]([F:26])[CH:23]=[C:22]([F:27])[CH:21]=4)[OH:19])=[C:13]([C:15]([NH2:31])=[O:16])[N:14]=[C:7]3[C:6]=2[CH:28]=1

Participants

3

Reactant 2

HCID 25517Ammonium ChlorideHCID 8669343010-Bromo-3-((3,5-difluorophenyl)(hydroxy)methyl)-9-fluoro-5,6-dihydrobenzo[f]imidazo[1,2-d][1,4]oxazepine-2-carboxylic acid

Product 1

HCID 8669343110-Bromo-3-((3,5-difluorophenyl)(hydroxy)methyl)-9-fluoro-5,6-dihydrobenzo[f]imidazo[1,2-d][1,4]oxazepine-2-carboxamideYield 45%

Procedure

10-bromo-3-((3,5-difluorophenyl)(hydroxy)methyl)-9-fluoro-5,6-dihydrobenzo[f]imidazo[1,2-d][1,4]oxazepine-2-carboxylic acid was reacted with ammonium chloride and purified by flash chromatography to afford 57 mg (45% yield) of the title compound.

Workup

  1. custompurified by flash chromatography

Sources & evidence

ORD record
ord-7b94467b695a43e599f653a0831a0dba
Source dataset
uspto-grants-2015_05
Patent number
US09034866B2

Reaction notes

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