Diisopropylethylamine → HCID 86603171, compound

Participants

Role	Name	HCID	Charge
Reactant	Diisopropylethylamine	HCID 81531	—
Reactant	Methyl 4-chloro-5-methyl-thieno[2,3-d]pyrimidine-6-carboxylate	HCID 2759834	—
Reactant	N-[5-(2-Aminoethyl)-1,3-thiazol-2-yl]-N'-[3-(trifluoromethyl)phenyl]urea	HCID 71405755	—
Solvent	Dimethylformamide	HCID 6228	—
Product	HCID 86603171	HCID 86603171	—

Reaction Conditions

Temperature	110 °C

Reaction Steps

A 20 mL vial was charged with 4-chloro-5-methyl-thieno[2,3-d]pyrimidine-6-carboxylic acid methyl ester (250 mg, 100 mol %), compound 38.1 (341 mg, 100 mole %), DIEA (1 mL) and DMF (2 mL). The resulting suspension was heated at 110° C. for 2 hours and cooled to room temperature. Concentration in vacuo provided 5-methyl-4-(2-{2-[3-(3-trifluoromethyl-phenyl)-ureido]-thiazol-5-yl}-ethylamino)-thieno[2,3-d]pyrimidine-6-carboxylic acid methyl ester; compound with methane (compound 43.1) as a solid that was used in the next reaction without further purification. LCMS [M+H]+ m/z 537.2

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US07601725B2
Source dataset	uspto-grants-2009_10
ORD ID	ord-52917d22f297408f850f1d4f7ef290c7
Source note	uspto-grants-2009_10