Trimethylsilylacetylene → N-[4-Chloro-7-(4-methoxy-3,5-dimethyl-pyridin-2-ylmethyl)-5-trimethylsilanylethynyl-7H-pyrrolo [2,3-d]pyrimidin-2-yl]-2,2-dimethyl-propionamide

Participants

Role	Name	HCID	Charge
Reactant	Trimethylsilylacetylene	HCID 66111	—
Reactant	N-[4-Chloro-5-iodo-7-(4-methoxy-3,5-dimethyl-pyridin-2-ylmethyl)-7H-pyrrolo[2,3-d]pyrimidin-2-yl]-2,2-dimethyl-propionamide	HCID 21883140	—
Product	N-[4-Chloro-7-(4-methoxy-3,5-dimethyl-pyridin-2-ylmethyl)-5-trimethylsilanylethynyl-7H-pyrrolo [2,3-d]pyrimidin-2-yl]-2,2-dimethyl-propionamide	HCID 57713844	—

Reaction Steps

The title compound was prepared by Sonogashira coupling of N-[4-chloro-5-iodo-7-(4-methoxy -3,5-dimethyl-pyridin-2-ylmethyl)-7H-pyrrolo[2,3-d]pyrimidin-2-yl]-2,2-dimethyl-propionamide (see Example 1) with ethynyl-trimethylsilane according to the General Procedure A. tR=7.48 min. 1H NMR (CDCl3) δ 8.18 (s, 2H), 7.38 (s, 1H), 5.49 (s, 2H), 3.74 (s, 3H), 2.24 (s, 6H), 1.35 (s, 9H), 0.24 (s, 9H).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08093229B2
Source dataset	uspto-grants-2012_01
ORD ID	ord-b3572c53fb8c4714a32cbfb3c3c27dde
Source note	uspto-grants-2012_01