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

HRID 966044Notes

Reaction equation

HRID 966044 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 evaporating, 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. customAfter evaporating
  3. customthe residue was purified
  4. dry with materialby dry pack silica gel column chromatography (25-40% ethyl acetate/hexane)

Sources & evidence

ORD record
ord-74f03a3a978c4a8d871f83519b49cf35
Source dataset
uspto-grants-2005_10
Patent number
US06951865B2

Reaction notes

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