Formamide → HCID 86693480, compound

HRID 575426Notes

Reaction equation

HRID 575426 reaction equation
[Br:1][C:2]1[CH:3]=[CH:4][C:5]2[CH:11]3[CH2:12][CH:9]([CH2:10]3)[N:8]3[C:13]([CH:20]([F:22])[F:21])=[C:14]([C:16]([O:18]C)=O)[N:15]=[C:7]3[C:6]=2[CH:23]=1.C[O-].[Na+].C([NH2:29])=O>>[Br:1][C:2]1[CH:3]=[CH:4][C:5]2[CH:11]3[CH2:10][CH:9]([CH2:12]3)[N:8]3[C:13]([CH:20]([F:21])[F:22])=[C:14]([C:16]([NH2:29])=[O:18])[N:15]=[C:7]3[C:6]=2[CH:23]=1

Participants

4

Reactant 3

HCID 713FormamideHCID 10942334Sodium MethoxideHCID 86693481HCID 86693481, compound

Product 1

HCID 86693480HCID 86693480, compoundYield 100%

Procedure

10-bromo-3-(difluoromethyl)-6,7-dihydro-5H-5,7-methanobenzo[c]imidazo[1,2-a]azepine-2-carboxamide was prepared similarly to as described in General Procedure L Methyl 10-bromo-3-(difluoromethyl)-6,7-dihydro-5H-5,7-methanobenzo[c]imidazo[1,2-a]azepine-2-carboxylate was reacted with sodium methoxide and formamide to afford 70.2 mg (100% yield) of the crude title compound which was carried forward without further purification.

Workup

  1. custom10-bromo-3-(difluoromethyl)-6,7-dihydro-5H-5,7-methanobenzo[c]imidazo[1,2-a]azepine-2-carboxamide was prepared similarly

Sources & evidence

ORD record
ord-349ca4675ada4fe4adb08a2f8f77a361
Source dataset
uspto-grants-2015_05
Patent number
US09034866B2

Reaction notes

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