Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2262287Generated: November 1, 2026

Methanol → HCID 59593046, compound

https://huagongshe.com/reaction/2262287

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
Reactant2-Acetoxyisobutyroyl chlorideHCID 123496—
Reactant4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indazoleHCID 45480186—
Reactant1-(2-Chloro-4-morpholinothieno[3,2-d]pyrimidin-6-yl)-N-methylmethanamineHCID 59592937—
SolventTetrahydrofuranHCID 8028—
ProductHCID 59593046HCID 5959304652%

Reaction Steps

1-(2-Chloro-4-morpholinothieno[3,2-d]pyrimidin-6-yl)-N-methylmethanamine 55 from Example 11a (0.22 g) was reacted with 2-acetoxyisobutyryl chloride (1.2 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. The resulting compound was dissolved in 2 mL THF and 2 mL MeOH followed by the addition of 2 mL 1M liOH and the resulting solution stirred for 2.5 hours. Complete reaction was confirmed by LCMS and the reaction was concentrated in vacuo to give 80.2 mg of 407 after RP-HPLC purification (52% yield). MS (Q1) 467.2 (M)+

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07846929B2
Source datasetuspto-grants-2010_12
ORD IDord-4ed8c288ee6b4001ac03ec24d751bb0a
Source noteuspto-grants-2010_12