Methanol → HCID 71512055, compound

HRID 1477360Notes

Reaction equation

HRID 1477360 reaction equation
[CH3:1][NH2:2].CO.[Cl:5][C:6]1[CH:11]=[C:10](I)[C:9]([C:13]([F:16])([F:15])[F:14])=[CH:8][N:7]=1>CCCCCC>[Cl:5][C:6]1[CH:11]=[C:10]([NH:2][CH3:1])[C:9]([C:13]([F:16])([F:15])[F:14])=[CH:8][N:7]=1

Participants

5

Reactant 3

HCID 887MethanolHCID 6329MethylamineHCID 27737912-Chloro-4-iodo-5-(trifluoromethyl)pyridine

Product 1

HCID 71512055HCID 71512055, compoundYield 31%

Reagents, catalysts & solvents 1

HCID 8058HexaneSolvent

Conditions

Temperature
130 °C

Procedure

2 M Methylamine in MeOH (11.6 mL, 23.2 mmol) was added to 2-chloro-4-iodo-5-(trifluoromethyl)pyridine (357 mg, 1.16 mmol) and the mixture was heated in a microwave reactor at 130° C. for 1 hour. The mixture was concentrated in vacuo. Preparative thin-layer chromatography, eluting with 20% EtOAc:hexane, gave 2-chloro-N-methyl-5-(trifluoromethyl)pyridin-4-amine (77 mg, 0.363 mmol, 31% yield).

Workup

  1. concentrationThe mixture was concentrated in vacuo
  2. washeluting with 20% EtOAc

Sources & evidence

ORD record
ord-9152d9e9c7b74784a0e5678e708e606d
Source dataset
uspto-grants-2016_08
Patent number
US09403797B2

Reaction notes

Loading…