Diisopropylethylamine → (R)-1-(2-chloro-6,7-dihydrothieno[3,2-d]pyrimidin-4-ylamino)-1-(4-fluorophenyl)-2-methylpropan-2-ol

Participants

Role	Name	HCID	Charge
Reactant	Diisopropylethylamine	HCID 81531	—
Reactant	2,4-Dichloro-6,7-dihydrothieno[3,2-d]pyrimidine	HCID 45789967	—
Reactant	(R)-1-amino-1-(4-fluorophenyl)-2-methylpropan-2-ol	HCID 59708392	—
Solvent	1,4-Dioxane	HCID 31275	—
Product	(R)-1-(2-chloro-6,7-dihydrothieno[3,2-d]pyrimidin-4-ylamino)-1-(4-fluorophenyl)-2-methylpropan-2-ol	HCID 59708405	—

Reaction Conditions

Temperature	80 °C

Reaction Steps

0.533 g (II), 0.850 g (R)-1-amino-1-(4-fluorophenyl)-2-methylpropan-2-ol and 1.3 ml diisopropylethylamine are suspended in 9.8 ml dioxane. The reaction mixture is heated to 80° C. in the microwave for 2 hours and then evaporated to dryness. The residue is mixed with water. The precipitate formed is suction filtered and purified by chromatography (silica gel, petroleum ether/ethyl acetate 100/0 to 60/40). 0.260 g (III-4) are obtained as a solid. Analytical HPLC-MS (method A): 1.39 min.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08754073B2
Source dataset	uspto-grants-2014_06
ORD ID	ord-ae00939d95bf441cb865d1bf70a86f49
Source note	uspto-grants-2014_06