Cyclopentylamine → HCID 57993230, compound

Participants

Role	Name	HCID	Charge
Reactant	Cyclopentylamine	HCID 2906	—
Reactant	Sodium Bicarbonate	HCID 516892	—
Reactant	Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)	HCID 9886157	—
Reactant	HCID 57993681	HCID 57993681	—
Solvent	Dimethylformamide	HCID 6228	—
Solvent	Ethyl Acetate	HCID 8857	—
Product	HCID 57993230	HCID 57993230	—

Reaction Conditions

Temperature	-20 °C

Reaction Steps

A solution of 2-(4-((3,5-bis(trifluoromethyl)benzamido)methyl)piperidin-1-yl)acetic acid (73 mg, 0.18 mmol), TEA (123 μL, 0.88 mmol), and cyclopentylamine (30 mg, 0.35 mmol) in DMF (1 mL) was treated with a solution of HATU (100 mg, 0.26 mmol) in DMF (1 mL). The reaction mixture was stirred overnight then transferred to a test tube containing saturated aqueous NaHCO3 (4 mL) and EtOAc (4 mL). The biphasic mixture was mixed vigourously and allowed to separate for 15 min. After separation, the mixture was cooled to −20° C. until the aqueous layer was frozen. The organic layer was then poured off and the solvent was removed under reduced pressure at 50° C. The resulting residue was purified by HiTOPs.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08377968B2
Source dataset	uspto-grants-2013_02
ORD ID	ord-64e24c0eb3a7481ebc088b41ab563c95
Source note	uspto-grants-2013_02