Ammonium Chloride → 10-bromo-9-fluoro-3-formyl-6,7-dihydro-5H-5,7-methanobenzo[c]imidazo[1,2-a]azepine-2-carboxamide

HRID 575136Notes

Reaction equation

[Br:1][C:2]1[C:15]([F:16])=[CH:14][C:13]2[CH:12]3[CH2:17][CH:10]([CH2:11]3)[N:9]3[C:5](=[N:6][C:7]([C:20](O)=[O:21])=[C:8]3[CH:18]=[O:19])[C:4]=2[CH:3]=1.[Cl-].[NH4+:24]>>[Br:1][C:2]1[C:15]([F:16])=[CH:14][C:13]2[CH:12]3[CH2:11][CH:10]([CH2:17]3)[N:9]3[C:5](=[N:6][C:7]([C:20]([NH2:24])=[O:21])=[C:8]3[CH:18]=[O:19])[C:4]=2[CH:3]=1

Participants

Reactant 2

HCID 25517Ammonium Chloride

HCID 866931609-Bromo-10-fluoro-3-formyl-2,5-diazatetracyclo[11.1.1.0[2,6].0[7,12]]pentadeca-3,5,7(12),8,10-pentaene-4-carboxylic acid

Product 1

HCID 8669316110-bromo-9-fluoro-3-formyl-6,7-dihydro-5H-5,7-methanobenzo[c]imidazo[1,2-a]azepine-2-carboxamide

Procedure

9-bromo-10-fluoro-3-formyl-2,5-diazatetracyclo[11.1.1.0[2,6].0[7,12]]pentadeca-3,5,7(12),8,10-pentaene-4-carboxylic acid (0.09 g) was reacted with ammonium chloride similar to as described in Example 2 to give 60 mg of 9-bromo-10-fluoro-3-formyl-2,5-diazatetracyclo[11.1.1.0[2,6].0[7,12]]pentadeca-3,5,7(12),8,10-pentaene-4-carboxamide.

Sources & evidence

ORD record: ord-a5786cdcac094a6e814f02c1ec2f485e
Source dataset: uspto-grants-2015_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09034866B2

Reaction notes

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