Methyl 2,6-dichloroisonicotinate → HCID 86633620, compound

HRID 1855405Notes

Reaction equation

HRID 1855405 reaction equation
[CH3:1][O:2][C:3](=[O:12])[C:4]1[CH:9]=[C:8]([Cl:10])[N:7]=[C:6](Cl)[CH:5]=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>>[Cl:10][C:8]1[CH:9]=[C:4]([CH:5]=[C:6]([NH:27][C:17]2[CH:18]=[CH:19][C:20]([N:21]3[CH:25]=[C:24]([CH3:26])[N:23]=[CH:22]3)=[C:15]([O:14][CH3:13])[CH:16]=2)[N:7]=1)[C:3]([O:2][CH3:1])=[O:12]

Participants

3

Reactant 2

HCID 93237Methyl 2,6-dichloroisonicotinateHCID 454801813-methoxy-4-(4-methyl-1H-imidazol-1-yl)aniline

Product 1

HCID 86633620HCID 86633620, compound

Procedure

The title compound was prepared in analogous manner as described in example 1e) from methyl-2,6-dichloroisonicotinate (64 mg, 0.3 mmol) and 3-methoxy-4-(4-methyl-imidazol-1-yl)-phenylamine (61 mg, 0.3 mmol). The reaction mixture was heated for 16 h to reflux. Obtained as a yellow solid (40 mg, 36%) after column chromatography of the crude product on silica gel using dichloromethane/methanol (19:1 v/v) as eluent.

Workup

  1. temperatureThe reaction mixture was heated for 16 h
  2. temperatureto reflux

Sources & evidence

ORD record
ord-8d516d03793b4033a9562ccf1c36c9df
Source dataset
uspto-grants-2015_02
Patent number
US08962834B2

Reaction notes

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