4-(4-(4-(Trifluoromethyl)phenyl)thiazol-2-yl)benzene-1-sulfonyl chloride → trans-N-(4-(((2S,5R)-5-((R)-hydroxy(phenyl)methyl)pyrrolidin-2-yl)methyl)phenyl)-4-(4-(4-(trifluoromethyl)phenyl)thiazol-2-yl)benzenesulfonamide

Participants

Role	Name	HCID	Charge
Reactant	4-(4-(4-(Trifluoromethyl)phenyl)thiazol-2-yl)benzene-1-sulfonyl chloride	HCID 11246676	—
Reactant	tert-butyl (2R,5R)-2-(4-aminobenzyl)-5-[(R)-{[tert-butyl(dimethyl)silyl]oxy}(phenyl)methyl]pyrrolidine-1-carboxylate	HCID 57907436	—
Product	trans-N-(4-(((2S,5R)-5-((R)-hydroxy(phenyl)methyl)pyrrolidin-2-yl)methyl)phenyl)-4-(4-(4-(trifluoromethyl)phenyl)thiazol-2-yl)benzenesulfonamide	HCID 53326197	—

Reaction Steps

The title compound was prepared from tert-butyl (2R,5R)-2-(4-aminobenzyl)-5-[(R)-{[tert-butyl(dimethyl)silyl]oxy}(phenyl)methyl]pyrrolidine-1-carboxylate (i-4b) and 4-{4-[4-(trifluoromethyl)phenyl]-1,3-thiazol-2-yl}benzenesulfonyl chloride (i-6) according to the procedure of Example 212, step A. The crude product was purified by preparative TLC plate eluting with 40% ethyl acetate in hexane to afforded the product (8.1 mg, 81%). mlz (ES) 865 (MH)+, 765 (M-Boc)+.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08247415B2
Source dataset	uspto-grants-2012_08
ORD ID	ord-be2ad791d07d4b48b71a1530bcfc2866
Source note	uspto-grants-2012_08