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

HRID 890222Notes

Reaction equation

HRID 890222 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 chromatogrpahy (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 chromatogrpahy (25-40% ethyl acetate/hexane)

Sources & evidence

ORD record
ord-e8fef4baca4a4a2992a3ef540e12c771
Source dataset
uspto-grants-2006_02
Patent number
US06995163B2

Reaction notes

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