2-Acetamidopyridine → HCID 24821598, compound

HRID 1931287Notes

Reaction equation

HRID 1931287 reaction equation
Cl[C:2]1[C:7]([N+:8]([O-])=O)=[CH:6][CH:5]=[C:4]([O:11][CH3:12])[N:3]=1.[N:13]1[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=1[NH:19][C:20](=O)[CH3:21]>>[CH3:12][O:11][C:4]1[N:3]=[C:2]2[N:19]([C:14]3[CH:15]=[CH:16][CH:17]=[CH:18][N:13]=3)[C:20]([CH3:21])=[N:8][C:7]2=[CH:6][CH:5]=1

Participants

3

Reactant 2

HCID 729292-AcetamidopyridineHCID 27950292-Chloro-6-methoxy-3-nitropyridine

Product 1

HCID 24821598HCID 24821598, compoundYield 27%

Procedure

Method B applied to 2-chloro-6-methoxy-3-nitropyridine (94 mg, 0.5 mmol) and N-pyridin-2-ylacetamide (82 mg, 0.6 mmol) afforded the title compound as viscous oil (32 mg, 27%). 1H NMR (DMSO) δ 2.66 (s, 3H), 3.82 (s, 3H), 6.81 (d, J=8.5Hz, 1H), 7.58 (dd, J=7.6, 4.7Hz, 1H), 7.95 (d, J=7.9Hz, 1H), 8.04 (d, J=8.5Hz, 1H), 8.14 (dd, J=7.9, 7.6Hz, 1H), 8.69 (d, J=4.7Hz, 1H).

Sources & evidence

ORD record
ord-da5f3c56988045edb3a8a33c045d2dd9
Source dataset
uspto-grants-2012_05
Patent number
US08188282B2

Reaction notes

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