Ammonia → 6-{2-[(2R)-2-methyl-pyrrolidin-1-yl]-ethyl}-2-(3-phenyl-isoxazol-5-yl)-quinoline

Participants

Role	Name	HCID	Charge
Reactant	Ammonia	HCID 222	—
Reactant	1-(3-Phenyl-1,2-oxazol-5-yl)ethan-1-one	HCID 2735264	—
Reactant	1-[4-Methyl-2-(2-thienyl)-1,3-thiazol-5-yl]-1-ethanone	HCID 2744245	—
Product	6-{2-[(2R)-2-methyl-pyrrolidin-1-yl]-ethyl}-2-(3-phenyl-isoxazol-5-yl)-quinoline	HCID 11581761	—

Reaction Steps

The title compound was prepared using the procedure described in Example 1G substituting 1-(3-phenyl-isoxazol-5-yl)-ethanone (Ohsawa, A. et. al. Heterocycles 1978, 9, pages 1367–1373) for 1-(4-methyl-2-thiophen-2-yl-thiazol-5-yl)-ethanone. 1H NMR (300 MHz, CD3OD) δ 1.18 (d, J=6 Hz, 3H), 1.50 (m, 1H), 1.82 (m, 2H), 2.04 (m, 1H), 2.39 (q, J=6 Hz, 1H), 2.52 (m, 2H), 3.08 (m, 2H), 3.22 (m, 2H), 7.53 (m, 3H), 7.64 (s, 1H), 7.78 (dd, J=9 Hz, J=3 Hz, 1H), 7.85 (s, 1H), 7.99 (m, 2H), 8.10 (dd, J=9 Hz, J=3 Hz, 2H), 8.45 (d, J=9 Hz, 1H); MS (DCI/NH3) m/z 384 (M+H)+.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US07098222B2
Source dataset	uspto-grants-2006_08
ORD ID	ord-45d9adc2864247e5b37288957c003c94
Source note	uspto-grants-2006_08