(1-Aminocyclopropyl)methanol → [1-(2-chloro-5-oxo-6,7-dihydro-5H-5lambda4-thieno[3,2-d]pyrimidin-1-ylamino)-cyclopropyl]-methanol

Participants

Role	Name	HCID	Charge
Reactant	(1-Aminocyclopropyl)methanol	HCID 14146220	—
Reactant	2,4-Dichloro-6,7-dihydrothieno[3,2-d]pyrimidine	HCID 45789967	—
Reactant	[1-(2-chloro-5-oxo-6,7-dihydro-5H-5lambda4-thieno[3,2-d]pyrimidin-4-ylamino)-cyclopropyl]-methanol	HCID 59708399	—
Product	[1-(2-chloro-5-oxo-6,7-dihydro-5H-5lambda4-thieno[3,2-d]pyrimidin-1-ylamino)-cyclopropyl]-methanol	HCID 86706876	—

Reaction Steps

Starting from 2,4-dichloro-6,7-dihydro-thieno[3,2-d]pyrimidine and 1-amino-cyclopropanmethanol the two enantiomers of [1-(2-chloro-5-oxo-6,7-dihydro-5H-5λ4-thieno[3,2-d]pyrimidin-4-ylamino)-cyclopropyl]-methanol may be prepared as described in Example 28 (cf 2.1.2). The enantiomers may be separated by chiral HPLC (column Diacel IA, 250×4.6 mm, 5 m, eluant: (hexane+cyclohexylamine (0.2%))/ethanol (80/20), flow rate: 1 ml/min): enantiomer 1: RT=11.1 min; enantiomer 2: RT=16.5 min.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08822474B2
Source dataset	uspto-grants-2014_09
ORD ID	ord-a4ef11e545474a9b8b34c1287a4952dc
Source note	uspto-grants-2014_09