Ammonia → 2-[3-(3-Chloro-5-trifluoromethyl-pyridin-2-yl)-isoxazol-5-yl]-6-[2-((2R)-2-methyl-pyrrolidin-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-{3-[3-Chloro-5-(trifluoromethyl)-2-pyridinyl]-5-isoxazolyl}-1-ethanone	HCID 3603915	—
Product	2-[3-(3-Chloro-5-trifluoromethyl-pyridin-2-yl)-isoxazol-5-yl]-6-[2-((2R)-2-methyl-pyrrolidin-1-yl)-ethyl]-quinoline	HCID 11720066	—

Reaction Steps

The title compound was prepared using the procedure described in Example 1G using 1-[3-(3-chloro-5-trifluoromethyl-pyridin-2-yl)-isoxazol-5-yl]-ethanone (Key Organics Limited/Bionet Research, catalog number 10G-001) for 1-(4-methyl-2-thiophen-2-yl-thiazol-5-yl)-ethanone. 1H NMR (300 MHz, CDCl3) δ 1.13 (d, J=6.10 Hz, 3H), 1.46 (m, 1H), 1.79 (m, 2H), 1.95 (m, 1H), 2.25 (q, J=8.59 Hz, 1H), 2.40 (m, 2H), 3.04 (m, 2H), 3.15 (m, 1H), 3.29 (td, J=8.56, 2.88 Hz, 1H), 7.69 (m, 3H), 8.10 (m, 3H), 8.27 (d, J=8.48 Hz, 1H), 8.93 (d, J=2.03 Hz, 1H); MS (DCI-NH3) [M+H]+ at 487.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US07098222B2
Source dataset	uspto-grants-2006_08
ORD ID	ord-330d9917cf7b4c2a9e7c6f80741572bb
Source note	uspto-grants-2006_08