4-Hydroxypyrrolidine → 1-(4-(4-(2-Methoxy-phenylsulfanyl)-3-trifluoromethyl-phenyl)-pyridin-2-yl)-pyrrolidine-3-ol

Participants

Role	Name	HCID	Charge
Reactant	4-Hydroxypyrrolidine	HCID 98210	—
Reactant	(R)-3-Pyrrolidinol	HCID 2759337	—
Reactant	2-Chloro-4-(4-(2-methoxy-phenylsulfanyl)-3-trifluoromethyl-phenyl)-pyridine	HCID 21906809	—
Product	1-(4-(4-(2-Methoxy-phenylsulfanyl)-3-trifluoromethyl-phenyl)-pyridin-2-yl)-pyrrolidine-3-ol	HCID 10160844	—

Reaction Steps

The title compound was prepared according to the procedures of Example 38E, substituting compound 76 with compound 96 (0.039 g, 0.0985 mmol) and 3-hydroxypyrrolidine with (R)-3-hydroxypyrrolidine. A yellow solid 94 was obtained (0.0385 g, 87%). 1H-NMR (CDCl3, 400 MHz) δ 2.13-2.31 (m, 2H), 3.83 (s, 3H), 3.88-3.95 (m, 4H), 4.74 (m, 1H), 6.79 (s, 1H), 6.92 (d, J=6.6 Hz, 1H), 7.01-7.07 (m, 3H), 7.45-7.53 (m, 3H), 7.86 (s, 1H), 8.14 (d, J=7.0 Hz, 1H); MS (APCI) m/z 447 (M+H)+.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US06787542B2
Source dataset	uspto-grants-2004_09
ORD ID	ord-e63e80849c1f46858a2bd9a45adced10
Source note	uspto-grants-2004_09