3-Pentanamine → 1-(1-Ethylpropyl)-6-mesityl-4,8-dimethyl-2,3-dihydro-1H-imidazo[1,5-a]pyrrolo[3,2-e]pyrimidine

HRID 584834Notes

Reaction equation

HRID 584834 reaction equation
Cl[C:2]1[N:7]2[C:8]([CH3:20])=[N:9][C:10]([C:11]3[C:16]([CH3:17])=[CH:15][C:14]([CH3:18])=[CH:13][C:12]=3[CH3:19])=[C:6]2[N:5]=[C:4]([CH3:21])[C:3]=1[CH2:22][CH2:23]Cl.[NH2:25][CH:26]([CH2:29][CH3:30])[CH2:27][CH3:28]>>[CH2:27]([CH:26]([N:25]1[C:2]2[N:7]3[C:8]([CH3:20])=[N:9][C:10]([C:11]4[C:16]([CH3:17])=[CH:15][C:14]([CH3:18])=[CH:13][C:12]=4[CH3:19])=[C:6]3[N:5]=[C:4]([CH3:21])[C:3]=2[CH2:22][CH2:23]1)[CH2:29][CH3:30])[CH3:28]

Participants

3

Reactant 2

HCID 120193-PentanamineHCID 222495154-Chloro-3-(2-chloroethyl)-8-mesityl-2,6-dimethylimidazo[1,5-a]pyrimidine

Product 1

HCID 222495281-(1-Ethylpropyl)-6-mesityl-4,8-dimethyl-2,3-dihydro-1H-imidazo[1,5-a]pyrrolo[3,2-e]pyrimidine

Procedure

A solution of 4-chloro-3-(2-chloroethyl)-8-mesityl-2,6-dimethylimidazo[1,5-a]pyrimidine (139 mg, 0.38 mmol) in 3-aminopentane (10 mL) was heated under reflux for five days. After overnight, the residue was purified by dry pack silica gel column chromatography (25-40% ethyl acetate/hexane), to give the title compound (69 mg) as pale yellow crystals.

Workup

  1. temperatureunder reflux for five days
  2. customthe residue was purified
  3. dry with materialby dry pack silica gel column chromatography (25-40% ethyl acetate/hexane)

Sources & evidence

ORD record
ord-49a013c6838f4429a2d1434716094b50
Source dataset
uspto-grants-2005_08
Patent number
US06927221B2

Reaction notes

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