2-Chloro-6-methoxy-3-nitropyridine → HCID 24821599, compound

HRID 1931288Notes

Reaction equation

HRID 1931288 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.[C:13]1([NH:19][C:20](=O)[CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][Cl:26])[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1>>[Cl:26][CH2:25][CH2:24][CH2:23][CH2:22][CH2:21][C:20]1[N:19]([C:13]2[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=2)[C:2]2=[N:3][C:4]([O:11][CH3:12])=[CH:5][CH:6]=[C:7]2[N:8]=1

Participants

3

Reactant 2

HCID 27950292-Chloro-6-methoxy-3-nitropyridineHCID 54477547HCID 54477547, compound

Product 1

HCID 24821599HCID 24821599, compoundYield 57%

Procedure

Method B applied to 2-chloro-6-methoxy-3-nitropyridine (94 mg, 0.5 mmol) and 6-chlorohexanoic acid phenylamide (113 mg, 0.6 mmol) afforded the title compound as viscous oil (94 mg, 57%). 1H NMR (DMSO) δ 1.34-1.41 (m, 2H), 1.62-1.71 (m, 6H), 2.78 (t, J=6.8Hz, 2H), 3.73 (s, 3H), 6.73 (d, J=8.6Hz, 1H), 7.53-7.63 (m, 5H), 7.98 (d, J=8.6Hz, 1H).

Sources & evidence

ORD record
ord-b8a59570330144bb9a573384ba5b6875
Source dataset
uspto-grants-2012_05
Patent number
US08188282B2

Reaction notes

Loading…