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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1804741Generated: October 31, 2026

1,3-Thiazol-2-ylmethanol → Ethyl 5-trifluoromethyl-1-[(thiazol-2-yl)methyl]-1H-pyrrolo[2,3-b]pyridine-2-carboxylate

https://huagongshe.com/reaction/1804741

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,3-Thiazol-2-ylmethanolHCID 2795213—
ReactantCyanomethylenetributylphosphoraneHCID 4622928—
Reactantethyl 5-(trifluoromethyl)-1H-pyrrolo[2,3-b]pyridine-2-carboxylateHCID 60146028—
ProductEthyl 5-trifluoromethyl-1-[(thiazol-2-yl)methyl]-1H-pyrrolo[2,3-b]pyridine-2-carboxylateHCID 6684578583.1%

Reaction Steps

This compound was prepared according to a process similar to that described in step 5.1. by reacting 390 mg (1.51 mmol) of ethyl 5-trifluoromethyl-1H-pyrrolo[2,3-b]pyridine-2-carboxylate (WO2008/107543) with 348 mg (3.02 mmol) of thiazol-2-ylmethanol in the presence of 0.92 g (3.826 mmol) of (cyanomethylene)-tributylphosphorane (CMBP). The reaction mixture is then purified by flash chromatography on a column of silica gel in a mixture of heptane and ethyl acetate to give 446 mg of the expected product in the form of an oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08354425B2
Source datasetuspto-grants-2013_01
ORD IDord-04bccdf9afdc474a9d9ff083ab0e6c6c
Source noteuspto-grants-2013_01