2-Chloro-6-methyl-4-(trifluoromethyl)pyridine → HCID 57829759, compound

HRID 1855406Notes

Reaction equation

HRID 1855406 reaction equation
Cl[C:2]1[CH:7]=[C:6]([C:8]([F:11])([F:10])[F:9])[CH:5]=[C:4]([CH3:12])[N:3]=1.[CH3:13][O:14][C:15]1[CH:16]=[C:17]([NH2:27])[CH:18]=[CH:19][C:20]=1[N:21]1[CH:25]=[C:24]([CH3:26])[N:23]=[CH:22]1>ClCCl.CO>[CH3:13][O:14][C:15]1[CH:16]=[C:17]([NH:27][C:2]2[CH:7]=[C:6]([C:8]([F:11])([F:10])[F:9])[CH:5]=[C:4]([CH3:12])[N:3]=2)[CH:18]=[CH:19][C:20]=1[N:21]1[CH:25]=[C:24]([CH3:26])[N:23]=[CH:22]1

Participants

4

Reactant 2

HCID 27366262-Chloro-6-methyl-4-(trifluoromethyl)pyridineHCID 454801813-methoxy-4-(4-methyl-1H-imidazol-1-yl)aniline

Product 1

HCID 57829759HCID 57829759, compound

Reagents, catalysts & solvents 1

HCID 21226129Dichloromethane methanolSolvent

Procedure

The title compound was prepared in analogous manner as described in example 1e) from 2-chlor-6-methyl-4-(trifluormethyl)pyridine (59 mg, 0.3 mmol) and 3-methoxy-4-(4-methyl-imidazol-1-yl)-phenylamine (61 mg, 0.3 mmol). The reaction was heated for 16 h to reflux. Obtained as a pale-yellow solid (75 mg 69%) after column chromatography of the crude reaction product on silica gel using dichloromethane/methanol (19:1 v/v) as eluent.

Workup

  1. temperatureThe reaction was heated for 16 h
  2. temperatureto reflux
  3. customObtained as a pale-yellow solid (75 mg 69%) after column chromatography of the crude
  4. customreaction product on silica gel

Sources & evidence

ORD record
ord-d267982c12394befbb9ef8e95db09812
Source dataset
uspto-grants-2015_02
Patent number
US08962834B2

Reaction notes

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