Cyclopentylamine → HCID 15549757, compound

HRID 2268813Notes

Reaction equation

HRID 2268813 reaction equation
[CH:1]1([NH2:6])[CH2:5][CH2:4][CH2:3][CH2:2]1.Cl[C:8]1[N:13]2[N:14]=[CH:15][C:16]([C:17]#[N:18])=[C:12]2[N:11]=[C:10]([C:19]([O:21][CH2:22][CH3:23])=[O:20])[C:9]=1[CH2:24][CH2:25]Cl>CN(C)C=O>[C:17]([C:16]1[CH:15]=[N:14][N:13]2[C:8]3[N:6]([CH:1]4[CH2:5][CH2:4][CH2:3][CH2:2]4)[CH2:25][CH2:24][C:9]=3[C:10]([C:19]([O:21][CH2:22][CH3:23])=[O:20])=[N:11][C:12]=12)#[N:18]

Participants

4

Reactant 2

HCID 2906CyclopentylamineHCID 18332853HCID 18332853, compound

Product 1

HCID 15549757HCID 15549757, compoundYield 96.4%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

While stirring at room temperature, 15.0 ml of cyclopentylamine were added at once to a solution of 10.0 g (31.93 mmol) of ethyl 7-chloro-6-(2-chloroethyl)-3-cyanopyrazolo[1,5-a]pyrimidine-5-carboxylate in 80 ml of anhydrous dimethylformamide. The resultant mixture was then stirred for 5 hours at the same temperature. The reaction mixture was then poured into ice water, and solids deposited were collected by filtration, washed with water and air-dried to give 10.02 g (yield: 96.4%) of the intended product.

Workup

  1. filtrationdeposited were collected by filtration
  2. washwashed with water
  3. customair-dried

Sources & evidence

ORD record
ord-58498fd854e4497ebf053b10d8c48fca
Source dataset
uspto-grants-2001_12
Patent number
US06329382B1

Reaction notes

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