Methanol → HCID 59529848, compound

HRID 1410201Notes

Reaction equation

HRID 1410201 reaction equation
[CH3:1][NH2:2].CO.[Cl:5][C:6]1[CH:19]=[C:18](F)[C:17]([N+:21]([O-:23])=[O:22])=[CH:16][C:7]=1[C:8]([NH:10][CH:11]1[CH2:15][CH2:14][CH2:13][CH2:12]1)=[O:9]>CCO>[Cl:5][C:6]1[CH:19]=[C:18]([NH:2][CH3:1])[C:17]([N+:21]([O-:23])=[O:22])=[CH:16][C:7]=1[C:8]([NH:10][CH:11]1[CH2:15][CH2:14][CH2:13][CH2:12]1)=[O:9]

Participants

5

Reactant 3

HCID 887MethanolHCID 6329MethylamineHCID 59529889HCID 59529889, compound

Product 1

HCID 59529848HCID 59529848, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
50 °C

Procedure

N-Methylamine in MeOH (2 M, 2.0 mL, 4.0 mmol) was added to 2-chloro-N-cyclopentyl-4-fluoro-5-nitrobenzamide (230 mg, 0.79 mmol) in EtOH. The mixture was heated at 50° C. for 12 h in a sealed vessel, cooled and concentrated. The residue was purified by chromatography to give the sub-title compound. Yield: 150 mg (64%).

Workup

  1. temperaturecooled
  2. concentrationconcentrated
  3. customThe residue was purified by chromatography

Sources & evidence

ORD record
ord-e3fe52a968f54b01a435ce3fc5947f93
Source dataset
uspto-grants-2014_12
Patent number
US08921405B2

Reaction notes

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