Diisopropylethylamine → HCID 46182701, compound

Participants

Role	Name	HCID	Charge
Reactant	Diisopropylethylamine	HCID 81531	—
Reactant	2-Morpholinoethylamine	HCID 408285	—
Reactant	Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)	HCID 9886157	—
Reactant	4-[4-Fluoro-2-(tetrahydro-pyran-4-yloxy)-phenylamino]-5-methyl-thieno[2,3-d]pyrimidine-6-carboxylic acid methylester	HCID 46182044	—
Solvent	Dimethylformamide	HCID 6228	—
Product	HCID 46182701	HCID 46182701	62.1%

Reaction Conditions

Temperature	0 °C

Reaction Steps

HATU (0.052 g, 0.138 mmol) was added into a mixture of methyl 4-(4-fluoro-2-(tetrahydro-2H-pyran-4-yloxy)phenylamino)-5-methylthieno[2,3-d]pyrimidine-6-carboxylate (0.050 g, 0.125 mmol) and Hünig's base (22 μL, 0.125 mmol) in DMF (2.0 mL) at 0° C. The reaction mixture was stirred at 0° C. for 0.5 hours. 4-(2-Aminoethyl)morpholine (82 μL, 0.625 mmol) was added and the coolant removed. The reaction mixture was stirred at ambient temperature overnight. The product was recrystallised from DMSO to yield white solid (0.040 g, 62%).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08486953B2
Source dataset	uspto-grants-2013_07
ORD ID	ord-1b6a138a6c4f4e7a8980be3f9549b5d2
Source note	uspto-grants-2013_07