Methylamine → HCID 59529818, compound

HRID 1406482Notes

Reaction equation

HRID 1406482 reaction equation
[CH2:1]([O:3][C:4](=[O:16])[C:5]1[CH:10]=[C:9]([N+:11]([O-:13])=[O:12])[C:8](F)=[CH:7][C:6]=1[F:15])[CH3:2].[CH3:17][NH2:18]>C1COCC1>[CH2:1]([O:3][C:4](=[O:16])[C:5]1[CH:10]=[C:9]([N+:11]([O-:13])=[O:12])[C:8]([NH:18][CH3:17])=[CH:7][C:6]=1[F:15])[CH3:2]

Participants

4

Reactant 2

HCID 6329MethylamineHCID 22330120Ethyl 2,4-difluoro-5-nitrobenzoate

Product 1

HCID 59529818HCID 59529818, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution of the product obtained at 156a (2.50 g, 10.8 mmol) in 20 mL THF was cooled. 2 M methylamine (solution in THF) (11.5 mL, 23.0 mmol) was added. The mixture was allowed to stir at ambient temperature for 15 min. The mixture was concentrated i.vac. The residue was taken up in water and dichloromethane. The aq. phase was washed with dichloromethane. The combined organic phases were dried and concentrated i.vac. The residue was taken up in ethanol, filtered and washed with ethanol.

Workup

  1. temperaturewas cooled
  2. concentrationThe mixture was concentrated i.vac
  3. washThe aq. phase was washed with dichloromethane
  4. customThe combined organic phases were dried
  5. concentrationconcentrated i.vac
  6. filtrationfiltered
  7. washwashed with ethanol

Sources & evidence

ORD record
ord-6b8c20caee94428fb0519468a32d2711
Source dataset
uspto-grants-2014_12
Patent number
US08916599B2

Reaction notes

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