Tetrahydro-2-furoic acid, (+)- → ((R)-3-{2-[4-(4-CHLORO-PHENYL)-PIPERAZIN-1-YL]-5-OXO-6,7-DIHYDRO-5H-5lambda4-THIENO[3,2-D]PYRIMIDIN-4-YLAMINO}-PYRROLIDIN-1-YL)-(R)-TETRAHYDRO-FURAN-2-YL-METHANONE

Participants

Role	Name	HCID	Charge
Reactant	Tetrahydro-2-furoic acid, (+)-	HCID 2734707	—
Reactant	{2-[4-(4-chloro-phenyl)-piperazin-1-yl]-5-oxo-6,7-dihydro-5H-5lambda4-thieno[3,2-d]pyrimidin-4-yl}-(R)-pyrrolidin-3-yl-amine	HCID 59708374	—
Product	((R)-3-{2-[4-(4-CHLORO-PHENYL)-PIPERAZIN-1-YL]-5-OXO-6,7-DIHYDRO-5H-5lambda4-THIENO[3,2-D]PYRIMIDIN-4-YLAMINO}-PYRROLIDIN-1-YL)-(R)-TETRAHYDRO-FURAN-2-YL-METHANONE	HCID 59708375	—

Reaction Steps

Starting from {2-[4-(4-chloro-phenyl)-piperazin-1-yl]-5-oxo-6,7-dihydro-5H-5λ4-thieno[3,2-d]pyrimidin-4-yl}-(R)-pyrrolidin-3-yl-amine Diastereomer 1 (Example 171) (see scheme 3, 3.22) and (R)-(+)-tetrahydrofuran-2-carboxylic acid, Example 196 is prepared as described in Example 231 (see scheme 7). The product is purified by preparative HPLC (method B). Analytical HPLC-MS (method D): RT=1.18 min.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08822474B2
Source dataset	uspto-grants-2014_09
ORD ID	ord-f336a39b66004c97bf8c7074cb184f2a
Source note	uspto-grants-2014_09