Cyclopentylamine → HCID 18789034, compound

HRID 1106540Notes

Reaction equation

HRID 1106540 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-81276030cd914e41a2d5f32e5b900c9a
Source dataset
uspto-grants-2000_05
Patent number
US06057330

Reaction notes

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