3-Pentanamine → 8-(1-ethylpropyl)-2,5-dimethyl-7,8-dihydro-6H-pyrazolo[1,5-a]pyrrolo[3,2-e]pyrimidine

HRID 965995Notes

Reaction equation

HRID 965995 reaction equation
Cl[C:2]1[N:7]2[N:8]=[C:9]([CH3:11])[CH:10]=[C:6]2[N:5]=[C:4]([CH3:12])[C:3]=1[CH2:13][CH2:14]Cl.[NH2:16][CH:17]([CH2:20][CH3:21])[CH2:18][CH3:19]>>[CH2:18]([CH:17]([N:16]1[C:2]2[N:7]3[N:8]=[C:9]([CH3:11])[CH:10]=[C:6]3[N:5]=[C:4]([CH3:12])[C:3]=2[CH2:13][CH2:14]1)[CH2:20][CH3:21])[CH3:19]

Participants

3

Reactant 2

HCID 120193-PentanamineHCID 37588247-Chloro-6-(2-chloroethyl)-2,5-dimethylpyrazolo[1,5-a]pyrimidine

Product 1

HCID 222495958-(1-ethylpropyl)-2,5-dimethyl-7,8-dihydro-6H-pyrazolo[1,5-a]pyrrolo[3,2-e]pyrimidine

Procedure

A solution of 7-chloro-6-(2-chloroethyl)-2,5-dimethylpyrazolo[1,5-a]pyrimidine (4.0 g, 16 mmol), 3-aminopentane (40 mL) in acetonitryl (120 mL) was heated under reflux for nine hours. After evaporating, the residue was purified by silica gel column chromatography (20% ethyl acetate/hexane), to give the title compound (3.7 g) as white crystals.

Workup

  1. temperatureunder reflux for nine hours
  2. customAfter evaporating
  3. customthe residue was purified by silica gel column chromatography (20% ethyl acetate/hexane)

Sources & evidence

ORD record
ord-c0769daa81ae4dcab55f075d5f9299eb
Source dataset
uspto-grants-2005_10
Patent number
US06951865B2

Reaction notes

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