Triethylamine → 5-chloro-N-cyclopropylpyrazolo[1,5-a]pyrimidin-7-amine

Participants

Role	Name	HCID	Charge
Reactant	Triethylamine	HCID 8471	—
Reactant	Cyclopropylamine	HCID 69828	—
Reactant	5,7-Dichloropyrazolo[1,5-a]pyrimidine	HCID 11074154	—
Solvent	Acetonitrile	HCID 6342	—
Product	5-chloro-N-cyclopropylpyrazolo[1,5-a]pyrimidin-7-amine	HCID 58196606	70.5%

Reaction Conditions

Temperature	80 °C

Reaction Steps

To 5,7-dichloropyrazolo[1,5-a]pyrimidine (200 mg, 1.06 mmol) in ACN was added Et3N (148 μl, 1.06 mmol) and cyclopropylamine (75 μl, 1.06 mmol). The reaction was refluxed at 80° C. overnight. The mixture was concentrated under reduced pressure, dissolved in DCM, and washed with water. The resulting organic layer was dried over Na2SO4 and concentrated under reduced pressure to afford 156 mg of 5-chloro-N-cyclopropylpyrazolo[1,5-a]pyrimidin-7-amine (70% yield). LCMS (M+1=209)

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US09303033B2
Source dataset	uspto-grants-2016_04
ORD ID	ord-d784bf12373e48f48cc28f5bfcc160ed
Source note	uspto-grants-2016_04