Potassium Carbonate → HCID 58638517, compound

HRID 646926Notes

Reaction equation

Cl[C:2]1[C:3]([N+:9]([O-:11])=[O:10])=[N:4][CH:5]=[C:6]([Cl:8])[CH:7]=1.[CH3:12][CH:13]1[CH2:18][CH2:17][NH:16][CH2:15][CH2:14]1.C([O-])([O-])=O.[K+].[K+]>C1(C)C=CC=CC=1>[Cl:8][C:6]1[CH:7]=[C:2]([N:16]2[CH2:17][CH2:18][CH:13]([CH3:12])[CH2:14][CH2:15]2)[C:3]([N+:9]([O-:11])=[O:10])=[N:4][CH:5]=1

Participants

Conditions

Temperature: 50 °C

Procedure

A mixture of 3,5-dichloro-2-nitropyridine (193 mg, 1.00 mmol), 4-methylpiperidine (118 μL, 1.00 mmol) and K2CO3 (138 mg, 1.00 mmol) in toluene (10 mL) was heated at 50° C. for 3 h. Toluene was removed in vacuo and the residue obtained was purified on silica (2% EtOAc/hexane) to obtain the title compound (153 mg, 60%). 1H-NMR (CDCl3; 400 MHz): δ 7.95 (s, 1H, J=2.5 Hz), 7.58 (s, 1H, J=2.5 Hz), 3.30 (m, 2H), 2.95 (m, 2H), 1.87 (m; 2H), 1.65 (m, 1H), 1.35 (m, 2H), 1.0 (d, 3H, J=6.3 Hz).

Workup

customToluene was removed in vacuo
customthe residue obtained
customwas purified on silica (2% EtOAc/hexane)

Sources & evidence

ORD record: ord-4be86d5dc99d421e80db2e5049a4af9c
Source dataset: uspto-grants-2010_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07705042B2

Reaction notes

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