Cyanogen Bromide → HCID 178493649, compound

HRID 1910254Notes

Reaction equation

HRID 1910254 reaction equation
[NH2:1][C:2]1[C:10]([NH2:11])=[C:9]([F:12])[C:8]([O:13][CH3:14])=[C:7]([F:15])[C:3]=1[C:4]([OH:6])=[O:5].COC(C1C2N=C(N)[NH:25][C:24]=2C=CC=1)=O.BrC#N>CO>[NH2:25][C:24]1[NH:11][C:10]2[C:9]([F:12])=[C:8]([O:13][CH3:14])[C:7]([F:15])=[C:3]([C:4]([OH:6])=[O:5])[C:2]=2[N:1]=1

Participants

5

Reactant 3

HCID 10476Cyanogen BromideHCID 24730367methyl 2-amino-1H-benzo[d]imidazole-4-carboxylateHCID 86608398HCID 86608398, compound

Product 1

HCID 178493649HCID 178493649, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

1.2 g (5.5 mmol) of 2,3-diamino-4,6-difluoro-5-methoxy-benzoic acid was subjected to a similar cyclization condition as illustrated in intermediate A by using 1.7 g (16.5 mmol) of BrCN in methanol to produce 2-amino-5,7-difluoro-6-methoxy-1H-benzoimidazole-4-carboxylic acid. LCMS: 244 (M+1)+.

Sources & evidence

ORD record
ord-a69577936ece45a3b01014330d455099
Source dataset
uspto-grants-2013_12
Patent number
US08598353B2

Reaction notes

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