2-Chloroquinoline-7-carboxylic acid → 2'-tert-butyl-1-(2-chloroquinoline-7-carbonyl)-4',6'-dihydrospiro[piperidine-4,5'-pyrazolo[3,4-c]pyridin]-7'(2'H)-one

Participants

Role	Name	HCID	Charge
Reactant	2-Chloroquinoline-7-carboxylic acid	HCID 33778614	—
Reactant	2'-(tert-Butyl)-4',6'-dihydrospiro[piperidine-4,5'-pyrazolo[3,4-c]pyridin]-7'(2'H)-one hydrochloride	HCID 67491356	—
Reactant	2-((2,2,2-Trifluoroethyl)amino)quinoline-7-carboxylic acid	HCID 67491597	—
Product	2'-tert-butyl-1-(2-chloroquinoline-7-carbonyl)-4',6'-dihydrospiro[piperidine-4,5'-pyrazolo[3,4-c]pyridin]-7'(2'H)-one	HCID 73292727	—

Reaction Steps

The title compound was prepared by a method analogous to that described for Example 3 using 2′-tert-butyl-4′,6′-dihydrospiro[piperidine-4,5′-pyrazolo[3,4-c]pyridin]-7′(2′H)-one hydrochloride salt (Intermediate 4) and 2-chloroquinoline-7-carboxylic acid (Intermediate 44). +ESI (M+H) 452.3; 1H NMR (400 MHz, CDCl3, δ): 8.12 (d, J=8.2 Hz, 1H), 7.98 (br. s., 1H), 7.88 (dd, J=8.4 Hz, 1H), 7.61 (dd, J=8.4, 1.6 Hz, 1H), 7.44 (d, J=8.6 Hz, 1H), 7.39 (s, 1H), 5.91 (br. s., 1H), 4.06-4.22 (m, 1H), 3.38-3.64 (m, 3H), 2.85 (br. s., 2H), 1.67-1.97 (m, 4H), 1.61 (s, 9H).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08993586B2
Source dataset	uspto-grants-2015_03
ORD ID	ord-9975bbe57692471bb5ac57adab6e484e
Source note	uspto-grants-2015_03