Methanol → 1-methyl-1H-benzo[d]imidazole-6-carbaldehyde

HRID 69144Notes

Reaction equation

[CH3:1][NH2:2].C[O:4][C:5](=O)[C:6]1[CH:11]=[CH:10][C:9]([N+:12]([O-])=O)=[C:8](F)[CH:7]=1.[CH3:17]O>>[CH3:1][N:2]1[C:8]2[CH:7]=[C:6]([CH:5]=[O:4])[CH:11]=[CH:10][C:9]=2[N:12]=[CH:17]1

Participants

Reactant 3

HCID 887Methanol

HCID 6329Methylamine

HCID 592761Methyl 3-fluoro-4-nitrobenzoate

Product 1

HCID 224649141-methyl-1H-benzo[d]imidazole-6-carbaldehyde

Procedure

The title compound was synthesized in a similar manner as described for intermediate J using methyl amine solution in MeOH instead of 2-pyrrolidin-1-yl-ethylamine to react with 3-fluoro-4-nitro-benzoic acid methyl ester (xiv) (tR 1.56 min (conditions 8), MH+=161).

Sources & evidence

ORD record: ord-26a1f4814fb04860a5675fe1a3ebcce0
Source dataset: uspto-grants-2014_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08822468B2

Reaction notes

Loading…