Cyanogen Bromide → HCID 178466833, compound

HRID 1367977Notes

Reaction equation

HRID 1367977 reaction equation
[NH2:1][C:2]1[C:10]([NH2:11])=[C:9]([F:12])[C:8]([O:13][CH2:14][CH3:15])=[CH:7][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][CH2:14][CH3:15])[CH:7]=[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 86608396HCID 86608396, compound

Product 1

HCID 178466833HCID 178466833, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

0.8 g (3.7 mmol) of 2,3-diamino-5-ethoxy-4-fluoro-benzoic acid was subjected to a similar cyclization condition as illustrated in intermediate A by using 1.2 g (11.2 mmol) of BrCN in methanol to produce 2-amino-6-ethoxy-7-fluoro-1H-benzoimidazole-4-carboxylic acid. LCMS: 240 (M+1)+.

Sources & evidence

ORD record
ord-750f097f258f4d98a30ef02cbb94435b
Source dataset
uspto-grants-2011_02
Patent number
US07893267B2

Reaction notes

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