2-Chloro-6-methyl-3-nitropyridine → HCID 24821531, compound

HRID 1931283Notes

Reaction equation

HRID 1931283 reaction equation
Cl[C:2]1[C:7]([N+:8]([O-])=O)=[CH:6][CH:5]=[C:4]([CH3:11])[N:3]=1.[CH3:12][O:13][C:14](=[O:28])[CH2:15][CH2:16][CH2:17][CH2:18][C:19](=O)[NH:20][C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1>>[CH3:12][O:13][C:14](=[O:28])[CH2:15][CH2:16][CH2:17][CH2:18][C:19]1[N:20]([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[C:2]2=[N:3][C:4]([CH3:11])=[CH:5][CH:6]=[C:7]2[N:8]=1

Participants

3

Reactant 2

HCID 12682302-Chloro-6-methyl-3-nitropyridineHCID 114817425-phenylcarbamoyl-pentanoic acid methyl ester

Product 1

HCID 24821531HCID 24821531, compoundYield 38%

Procedure

Method B applied to 2-chloro-6-methyl-3-nitropyridine (86 mg, 0.5 mmol) and 5-phenylcarbamoyl-pentanoic acid methyl ester (141 mg, 0.6 mmol) afforded the title compound as viscous oil (61 mg, 38%). 1H NMR (DMSO) δ 1.52-1.73 (m, 4H), 2.22 (t, J=6.8Hz, 2H), 2.48 (s, 3H), 2.75 (t, J=6.8Hz, 2H), 3.53 (s, 3H), 7.13 (d, J=8.0 Hz), 7.47-7.63 (m, 5H), 7.93 (d, J=8.0Hz).

Sources & evidence

ORD record
ord-a16a6627fa554f41a3270692b587856a
Source dataset
uspto-grants-2012_05
Patent number
US08188282B2

Reaction notes

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