4-(3-(Bromomethyl)-2,5-difluorophenyl)morpholin-3-one → 4-(2,5-Difluoro-3-((6-((1-methyl-1H-pyrazol-4-yl)amino)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)methyl)phenyl)morpholin-3-one

Participants

Role	Name	HCID	Charge
Reactant	4-(3-(Bromomethyl)-2,5-difluorophenyl)morpholin-3-one	HCID 66765501	—
Reactant	N-(1-methyl-1H-pyrazol-4-yl)-1H-pyrazolo[3,4-d]pyrimidin-6-amine	HCID 66765655	—
Product	4-(2,5-Difluoro-3-((6-((1-methyl-1H-pyrazol-4-yl)amino)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)methyl)phenyl)morpholin-3-one	HCID 56932672	—

Reaction Steps

The title compound was prepared as in Procedure D (Step ii) using 4-(3-(bromomethyl)-2,5-difluorophenyl)morpholin-3-one and N-(1-methyl-1H-pyrazol-4-yl)-1H-pyrazolo[3,4-d]pyrimidin-6-amine. 1H NMR (d6-DMSO) δ 9.90 (s, 1H), 8.93 (s, 1H), 8.13-8.05 (m, 2H), 7.56 (s, 1H), 7.48-7.42 (m, 1H), 7.14 (s, 1H), 5.63 (s, 2H), 4.23 (s, 2H), 3.99-3.93 (m, 2H), 3.83 (s, 3H), 3.70-3.63 (m, 2H); LC-MS method B, (ES+) 441, RT=6.82 min.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US09040545B2
Source dataset	uspto-grants-2015_05
ORD ID	ord-f923c7bce5e2460aab2c725001520451
Source note	uspto-grants-2015_05