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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1803262Generated: November 1, 2026

Trifluoroacetic acid → HCID 46864596, compound

https://huagongshe.com/reaction/1803262

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantCesium carbonateHCID 10796—
Reactant2-Methylpyridine-4-boronic acidHCID 4192664—
ReactantHCID 86632611HCID 86632611—
CatalystHCID 178418397HCID 178418397—
SolventWaterHCID 962—
Solvent1,2-DimethoxyethaneHCID 8071—
ProductHCID 46864596HCID 4686459635%

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of N-(4-bromo-3-methoxyphenyl)-4-phenyl-4,5,6,7-tetrahydrobenzo[d]thiazol-2-amine, TFA (70 mg, 0.13 mmol), 2-methylpyridin-4-ylboronic acid (36 mg, 0.26 mmol), tetrakis(triphenylphosphine)palladium(0) (7.6 mg, 6.6 μmol) and Cs2CO3 (172 mg, 0.529 mmol) in DME (994 μL)/water (328 μL) was heated at 100° C. for 18 h. The crude reaction products were purified using preparatory HPLC (Solvent A=10% MeOH-90% water-0.1% TFA, Solvent B=90% MeOH-10% water-0.1% TFA. Column: Phenomenex Luna 30×100 mm, S10, flow rate: 40 ml/min, 40-100% B, 40 min) to afford 30 mg (35% yield) of the titled compound as a yellow oil. LC-MS (M+H)+ 428.2.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08349880B2
Source datasetuspto-grants-2013_01
ORD IDord-5a44dc3ce20043afa22dfe4915219a01
Source noteuspto-grants-2013_01