Triethylamine → 4-Chloro-6-[(2R)-2-ethyl-1-pyrrolidinyl]-2-pyrimidinamine

Participants

Role	Name	HCID	Charge
Reactant	Triethylamine	HCID 8471	—
Reactant	2-Amino-4,6-dichloropyrimidine	HCID 65522	—
Reactant	(R)-2-ethylpyrrolidine	HCID 10931375	—
Solvent	Acetonitrile	HCID 6342	—
Product	4-Chloro-6-[(2R)-2-ethyl-1-pyrrolidinyl]-2-pyrimidinamine	HCID 58504697	70.3%

Reaction Conditions

Temperature	80 °C

Reaction Steps

A mixture of (2R)-2-ethylpyrrolidine (80 mg, 0.59 mmol), 4,6-dichloro-2-pyrimidinamine (119 mg, 0.726 mmol) and Et3N (0.25 mL, 1.77 mmol) in CH3CN (6 mL) was stirred overnight at 80° C. The mixture was poured onto water (˜150 mL), sonicated and filtered to afford the title compound (94 mg, 70%) as a white solid. LC-MS (ES) m/z=227, 229 [M+H]+.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08697685B2
Source dataset	uspto-grants-2014_04
ORD ID	ord-4a413a2b93614d3998a307335c9fe5c9
Source note	uspto-grants-2014_04