Cyclopentylamine → HCID 18789034, compound

HRID 1586065Notes

Reaction equation

HRID 1586065 reaction equation
Cl[C:2]1[N:7]2[N:8]=[CH:9][CH:10]=[C:6]2[N:5]=[C:4]([C:11]([O:13][CH2:14][CH3:15])=[O:12])[C:3]=1[CH2:16][CH2:17]Cl.[CH:19]1([NH2:24])[CH2:23][CH2:22][CH2:21][CH2:20]1>CN(C)C=O>[CH:19]1([N:24]2[C:2]3[N:7]4[N:8]=[CH:9][CH:10]=[C:6]4[N:5]=[C:4]([C:11]([O:13][CH2:14][CH3:15])=[O:12])[C:3]=3[CH2:16][CH2:17]2)[CH2:23][CH2:22][CH2:21][CH2:20]1

Participants

4

Reactant 2

HCID 2906CyclopentylamineHCID 18789151HCID 18789151, compound

Product 1

HCID 18789034HCID 18789034, compoundYield 85.3%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

In 48 ml of anhydrous dimethylformamide were dissolved 3.60 g (12.50 mmol) of ethyl 7-chloro-6-(2-chloro-ethyl)-pyrazolo[1,5-a]pyrimidine-5-carboxylate, and 7.3 ml (d=0.863, 73.99 mmol) of cyclopentylamine were added at once to the solution while stirring at room temperature under a nitrogen atmosphere, and the mixture was stirred for additional 1 hour and 20 minutes under the same conditions. The reaction mixture was then poured into 250 ml of ice water. Insoluble solids were collected by filtration, washed with water and air-dried to obtain 3.20 g (yield: 85.3%) of the intended product.

Workup

  1. additionwere added at once to the solution
  2. stirringthe mixture was stirred for additional 1 hour and 20 minutes under the same conditions
  3. filtrationInsoluble solids were collected by filtration
  4. washwashed with water
  5. customair-dried

Sources & evidence

ORD record
ord-834de54edb61488791b95dfa795340dc
Source dataset
uspto-grants-1999_08
Patent number
US05942515

Reaction notes

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