4-Methoxyphenylacetyl chloride → HCID 59593012, compound

Participants

Role	Name	HCID	Charge
Reactant	4-Methoxyphenylacetyl chloride	HCID 2734688	—
Reactant	4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indazole	HCID 45480186	—
Reactant	(2-Chloro-4-morpholinothieno[3,2-d]pyrimidin-6-yl)methanamine	HCID 46180727	—
Product	HCID 59593012	HCID 59593012	42%

Reaction Steps

(2-Chloro-4-morpholinothieno[3,2-d]pyrimidin-6-yl)methanamine 27 from Example 11 (53.2 mg, 0.19 mM) was reacted with 4-methoxyphenylacetyl chloride (2.2 eq) followed by Suzuki coupling of 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)1H-indazole 7 as per General Procedure K. Complete reaction was confirmed by LCMS and the reaction was concentrated in vacuo to give 18.8 mg of 378 after RP-HPLC purification (42% yield). MS (Q1) 515.3 (M)+

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US07846929B2
Source dataset	uspto-grants-2010_12
ORD ID	ord-3422153ebe6c4632844878fe9ee9d624
Source note	uspto-grants-2010_12