5-Bromo-2-methoxy-3-nitropyridine → 6-Bromo-1,3-dimethyl-1h-imidazo[4,5-b]pyridin-2(3h)-one

Reaction equation

BrC1C=C[C:9]2[N:8]=[CH:7][C:6]3[N:12]([CH3:23])[C:13](=[O:22])[N:14]([C:15]4C(C)=NN(C)C=4)[C:5]=3[C:4]=2C=1.[Br:24]C1C=C([N+]([O-])=O)C(OC)=NC=1>>[Br:24][C:4]1[CH:5]=[C:6]2[N:12]([CH3:23])[C:13](=[O:22])[N:14]([CH3:15])[C:7]2=[N:8][CH:9]=1

Participants

Reactant 2

HCID 156456645-Bromo-2-methoxy-3-nitropyridine

HCID 596197398-Bromo-1-(1,3-dimethyl-1H-pyrazol-4-yl)-3-methyl-1,3-dihydro-imidazo[4,5-c]quinolin-2-one

Product 1

HCID 6650486-Bromo-1,3-dimethyl-1h-imidazo[4,5-b]pyridin-2(3h)-one

Procedure

The title compound was synthesized in a similar manner as described for Intermediate A using 5-bromo-2-methoxy-3-nitro-pyridine (Stage 67.1.3) to give the title compound as a violet solid. (HPLC: tR 2.63 min (Method A); M+H=242, 244 MS-ES).

Workup

customThe title compound was synthesized in a similar manner

Sources & evidence

ORD record: ord-3fcdd84e23ce43989360f7be3b12a466
Source dataset: uspto-grants-2013_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08476294B2

Reaction notes

Loading…