1-(2,2,2-Trifluoroethyl)pyrrolidinone → 2-[1-(2-Fluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl]-N5-[1-(2,2,2-trifluoroethyl)pyrrolidin-3-yl]pyrimidine-4,5-diamine

Participants

Role	Name	HCID	Charge
Reactant	1-(2,2,2-Trifluoroethyl)pyrrolidinone	HCID 21076220	—
Reactant	2-[1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl]-4,5-pyrimidinediamine	HCID 21934817	—
Product	2-[1-(2-Fluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl]-N5-[1-(2,2,2-trifluoroethyl)pyrrolidin-3-yl]pyrimidine-4,5-diamine	HCID 66613777	—

Reaction Steps

400 mg (1.193 mmol) of 2-[1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl]pyrimidine-4,5-diamine (synthesis described in US2004/67937; Example V) were reacted in analogy to the method in example 88A with 1-(2,2,2-trifluoroethyl)pyrrolidinone. After purification by means of preparative HPLC (acetonitrile:water (+0.05% formic acid) gradient), this gave 482 mg of the title compound (83% of theory).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US09096592B2
Source dataset	uspto-grants-2015_08
ORD ID	ord-b100059f685240d0b6eb835f8118c76a
Source note	uspto-grants-2015_08