Triethylamine → 5-chloro-N-(2-(methylsulfonyl)ethyl)-7-morpholinothiazolo[4,5-d]pyrimidin-2-amine

Participants

Role	Name	HCID	Charge
Reactant	Triethylamine	HCID 8471	—
Reactant	2-(Methylsulfonyl)ethanamine	HCID 4340561	—
Reactant	5-Chloro-2-(methylsulfonyl)-7-morpholinothiazolo[4,5-d]pyrimidine	HCID 57685406	—
Product	5-chloro-N-(2-(methylsulfonyl)ethyl)-7-morpholinothiazolo[4,5-d]pyrimidin-2-amine	HCID 86630077	—

Reaction Steps

5-Chloro-2-(methylsulfonyl)-7-morpholinothiazolo[4,5-d]pyrimidine was reacted with 2-(methylsulfonyl)ethanamine (HCl salt), using 2.8 equiv of triethylamine, via General Procedure C, to give crude 5-chloro-N-(2-(methylsulfonyl)ethyl)-7-morpholinothiazolo[4,5-d]pyrimidin-2-amine, which was then reacted with 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidin-2-amine via General Procedure C again to give 133 after purification by reverse HPLC. MS (Q1) 437 (M+)

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08158626B2
Source dataset	uspto-grants-2012_04
ORD ID	ord-07bfee02dab346cabac3f7df16a3a963
Source note	uspto-grants-2012_04