Ammonia → (R)-2-(5-chloro-1-methyl-3-phenyl-1H-pyrazol-4-yl)-6-(2-(2-methylpyrrolidin-1-yl)ethyl)quinoline

Participants

Role	Name	HCID	Charge
Reactant	Ammonia	HCID 222	—
Reactant	1-[4-Methyl-2-(2-thienyl)-1,3-thiazol-5-yl]-1-ethanone	HCID 2744245	—
Reactant	1-(5-chloro-1-methyl-3-phenyl-1H-pyrazol-4-yl)-1-ethanone	HCID 2763519	—
Product	(R)-2-(5-chloro-1-methyl-3-phenyl-1H-pyrazol-4-yl)-6-(2-(2-methylpyrrolidin-1-yl)ethyl)quinoline	HCID 11618861	—

Reaction Steps

The title compound was prepared using the procedure described in Example 1G using 1-(5-chloro-1-methyl-3-phenyl-1H-pyrazol-4-yl)-ethanone for 1-(4-methyl-2-thiophen-2-yl-thiazol-5-yl)-ethanone. 1H NMR (300 MHz, CDCl3) δ 1.15 (d, J=6.10 Hz, 3H), 1.48 (m, 1H), 1.78 (m, 2H), 1.96 (m, 1H), 2.27 (q, J=8.59 Hz, 1H), 2.41 (m, 2H), 3.03 (m, 2H), 3.15 (m, 1H), 3.31 (m, 1H), 3.99 (s, 3H), 7.26 (m, 4H), 7.46 (m, 2H), 7.62 (m, 2H), 8.00 (d, J=8.48 Hz, 1H), 8.05 (d, J=8.14 Hz, 1H); MS (DCI-NH3) [M+H]+ at 431.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US07098222B2
Source dataset	uspto-grants-2006_08
ORD ID	ord-b303602573e54ce8b33be763675c3f1a
Source note	uspto-grants-2006_08