Methanesulfonyl chloride → N-(trans-2-((2-(5-chloro-1H-pyrrolo[2,3-b]pyridin-3-yl)-5-fluoropyrimidin-4-ylamino)methyl)cyclohexyl)methanesulfonamide

Participants

Role	Name	HCID	Charge
Reactant	Methanesulfonyl chloride	HCID 31297	—
Reactant	N-((trans-2-aminocyclohexyl)methyl)-2-(5-chloro-1-tosyl-1H-pyrrolo[2,3-b]pyridin-3-yl)-5-fluoropyrimidin-4-amine	HCID 68007392	—
Reactant	(S)-2-(5-chloro-1H-pyrrolo[2,3-b]pyridin-3-yl)-5-fluoro-N-((1-(methylsulfonyl)-piperidin-3-yl)methyl)pyrimidin-4-amine	HCID 68007432	—
Product	N-(trans-2-((2-(5-chloro-1H-pyrrolo[2,3-b]pyridin-3-yl)-5-fluoropyrimidin-4-ylamino)methyl)cyclohexyl)methanesulfonamide	HCID 68007382	—

Reaction Steps

Sulfonamide 557 was prepared according to the procedure for compound 36 (Scheme 12B) using N-((trans-2-aminocyclohexyl)methyl)-2-(5-chloro-1-tosyl-1H-pyrrolo[2,3-b]pyridin-3-yl)-5-fluoropyrimidin-4-amine, 14f, and methane sulfonyl chloride, afforded desired product, 557, as a racemic mixture of trans isomers.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08829007B2
Source dataset	uspto-grants-2014_09
ORD ID	ord-25249d2d214446b3baf47341021768da
Source note	uspto-grants-2014_09