3-Bromo-2-methyl-1-propene → HCID 66613616, compound

Participants

Role	Name	HCID	Charge
Reactant	3-Bromo-2-methyl-1-propene	HCID 357785	—
Reactant	2-((1,1-Dimethylethyl)imino)-N,N-diethylhexahydro-1,3-dimethyl-2lambda5-1,3,2-diazaphosphorin-2-amine	HCID 3513851	—
Reactant	6-Amino-2-[1-[(2-fluorophenyl)methyl]-1H-pyrazolo[3,4-b]pyridin-3-yl]-7,9-dihydro-8H-purin-8-one	HCID 66613627	—
Solvent	Dimethylformamide	HCID 6228	—
Product	HCID 66613616	HCID 66613616	38.5%

Reaction Conditions

Temperature	0 °C

Reaction Steps

200 mg (0.531 mmol) of the compound from example 33 and 145 mg (0.531 mmol) of BEMP were initially charged in 10 ml of dimethylformamide, and a solution of 72 mg (0.531 mmol) of 3-bromo-2-methylprop-1-ene 2 ml of dimethylformamide was added dropwise at 0° C. within 10 min. The mixture was stirred at 0° C. for 1 h. Subsequently, the reaction solution was concentrated under reduced pressure and the residue was purified by means of preparative HPLC (eluent: acetonitrile/water, gradient 10:90→90:10). 88 mg of the title compound were obtained (37% of theory).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US09096592B2
Source dataset	uspto-grants-2015_08
ORD ID	ord-7bbd9ad0e2704b2eb3495de7c46c1ca2
Source note	uspto-grants-2015_08