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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 76026Generated: October 29, 2026

Sodium Carbonate → (4-{4-[2-(3-Fluorophenylamino)-pyrimidin-5-yl]-phenyl}-cyclohexyl)-acetic acid methyl ester

https://huagongshe.com/reaction/76026

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
ReactantMethyl 2-(trans-4-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)cyclohexyl)acetateHCID 57992171—
ReactantHCID 63874387HCID 63874387—
Solvent1,2-DimethoxyethaneHCID 8071—
Product(4-{4-[2-(3-Fluorophenylamino)-pyrimidin-5-yl]-phenyl}-cyclohexyl)-acetic acid methyl esterHCID 66615836—

Reaction Conditions

Temperature125 °C

Reaction Steps

The mixture of (5-bromopyrimidin-2-yl)-(3-fluorophenyl)-amine (75 mg, 0.28 mmol), {4-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-cyclohexyl}-acetic acid methyl ester (Patent WO2004 047755) (100 mg, 0.28 mmol), PdCl2dppf (12 mg, 0.014 mmol), sodium carbonate (2M solution, 0.35 mL) and DME (2 mL) is heated in a microwave at 125° C. for 15 min. The reaction mixture is extracted with EtOAc, washed with NH4Cl solution. The organic phase is dried with MgSO4, filtered and it is used directly in the next step: (M+H)+420.3.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08835451B2
Source datasetuspto-grants-2014_09
ORD IDord-fb8c687d68c842da8c05ad1306d53884
Source noteuspto-grants-2014_09