Piperidine → HCID 56849293, compound

Participants

Role	Name	HCID	Charge
Reactant	Piperidine	HCID 8082	—
Reactant	Diisopropylethylamine	HCID 81531	—
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 56849102	HCID 56849102	—
Solvent	Water	HCID 962	—
Solvent	Dimethylformamide	HCID 6228	—
Solvent	Dichloromethane	HCID 6344	—
Product	HCID 56849293	HCID 56849293	85.4%

Reaction Steps

In a dried reaction flask, the crude 2-(3-chloro-4-cyanophenyl)-3-cyclopentyl-3,3a,4,5-tetrahydro-2H-pyrazolo[3,4-f]quinoline-7-carboxylic acid (Compound 1) (0.4 g, about 0.9 mmol), piperidine (0.18 mL, 1.818 mmol), DIEA (0.18 mL, 1.04 mmol) and HATU (0.342 g, 0.9 mmol) were added to a mixed solvent of DMF (4.5 mL) and dichloromethane (4.5 mL). The mixture was stirred at room temperature for 3 hr. Water was added. The mixture was filtered to obtain a crude yellow solid, which was washed with methanol to produce a purified product (0.375 g) in 85.4% yield.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08946279B2
Source dataset	uspto-grants-2015_02
ORD ID	ord-11707e4fcd6f416f964e788feb23f1ac
Source note	uspto-grants-2015_02