1-((4'-Chlorobiphenyl-2-yl)methyl)-3-fluoropiperidin-4-one → N-(7-(1((4'-Chlorobiphenyl-2-yl)methyl)-3-fluoropiperidin-4-yl)-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidin-4-yl)-4-((R)-4-morpholino-1-(phenylthio)butan-2-ylamino)-3-(trifluoromethylsulfonyl)benzenesulfonamide

Participants

Role	Name	HCID	Charge
Reactant	1-((4'-Chlorobiphenyl-2-yl)methyl)-3-fluoropiperidin-4-one	HCID 67054401	—
Reactant	(R)-4-(4-Morpholino-1-(phenylthio)butan-2-ylamino)-N-(5,6,7,8-tetrahydropyrido[3,4-d]pyrimidin-4-yl)-3-(trifluoromethylsulfonyl)benzenesulfonamide	HCID 67980912	—
Product	N-(7-(1((4'-Chlorobiphenyl-2-yl)methyl)-3-fluoropiperidin-4-yl)-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidin-4-yl)-4-((R)-4-morpholino-1-(phenylthio)butan-2-ylamino)-3-(trifluoromethylsulfonyl)benzenesulfonamide	HCID 86667198	12.1%

Reaction Steps

Following General Reductive Amination Procedure 2, (R)-4-(4-Morpholino-1-(phenylthio)butan-2-ylamino)-N-(5,6,7,8-tetrahydropyrido[3,4-d]pyrimidin-4-yl)-3-(trifluoromethylsulfonyl)benzenesulfonamide (34 mg, 0.05 mmol) and 1-((4′-chlorobiphenyl-2-yl)methyl)-3-fluoropiperidin-4-one (19 mg, 0.059 mmol) afforded the title compound (6 mg, 12% yield).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08809352B2
Source dataset	uspto-grants-2014_08
ORD ID	ord-90c498e0f98b4368bc2b1516862a243d
Source note	uspto-grants-2014_08