Ammonia → HCID 57550528, compound

HRID 1097577Notes

Reaction equation

HRID 1097577 reaction equation
[CH2:1]([NH:3][C:4]1[N:5]([CH2:22][CH:23]([CH3:25])[CH3:24])[C:6]2[C:11]([CH3:12])=[C:10]([CH3:13])[N:9]=[C:8](OC3C=CC=CC=3)[C:7]=2[N:21]=1)[CH3:2].[NH3:26]>CO>[CH2:1]([NH:3][C:4]1[N:5]([CH2:22][CH:23]([CH3:25])[CH3:24])[C:6]2[C:11]([CH3:12])=[C:10]([CH3:13])[N:9]=[C:8]([NH2:26])[C:7]=2[N:21]=1)[CH3:2]

Participants

4

Reactant 2

HCID 222AmmoniaHCID 66814539HCID 66814539, compound

Product 1

HCID 57550528HCID 57550528, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
170 °C

Procedure

N-Ethyl-6,7-dimethyl-1-(2-methylpropyl)-4-phenoxy-1H-imidazo[4,5-c]pyridin-2-amine (1.3 g, 3.8 mmol) and ammonia (25 mL of a 7 N solution in methanol) were added to a high-pressure vessel, which was sealed and heated in an oven at 170° C. for four days. The resulting solution was allowed to cool to ambient temperature and concentrated under reduced pressure, and the residue was purified by column chromatography on silica gel (eluting with 2-4% methanol in dichloromethane with 1% aqueous ammonium hydroxide added) to provide 294 mg of N2-ethyl-6,7-dimethyl-1-(2-methylpropyl)-1H-imidazo[4,5-c]pyridine-2,4-diamine as a yellow powder, mp 168-170° C.

Workup

  1. customwhich was sealed
  2. temperatureto cool to ambient temperature
  3. concentrationconcentrated under reduced pressure
  4. customthe residue was purified by column chromatography on silica gel (eluting with 2-4% methanol in dichloromethane with 1% aqueous ammonium hydroxide added)

Sources & evidence

ORD record
ord-0b3bfa67df994ae685b659762f3ae215
Source dataset
uspto-grants-2012_03
Patent number
US08143270B2

Reaction notes

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