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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 29884Generated: October 26, 2026

Triethylamine → 1-(5-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-yl)-piperidine-4-carboxylic acid [3-(4-fluoro-phenoxy)-phenyl]-amide

https://huagongshe.com/reaction/29884

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant4-Chloro-5-methyl-7H-pyrrolo(2,3-d)pyrimidineHCID 14809282—
ReactantPiperidine-4-carboxylic acid [3-(4-fluoro-phenoxy)-phenyl]-amide hydrochlorideHCID 86607288—
SolventIsopropanolHCID 3776—
Product1-(5-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-yl)-piperidine-4-carboxylic acid [3-(4-fluoro-phenoxy)-phenyl]-amideHCID 1171925369%

Reaction Conditions

Temperature190 °C

Reaction Steps

A mixture of piperidine-4-carboxylic acid [3-(4-fluoro-phenoxy)-phenyl]-amide hydrochloride (2.51 g, 7.16 mmol) and 4-chloro-5-methyl-7H-pyrrolo[2,3-d]pyrimidine (1.00 g, 5.97 mmol) in iso-propanol (15 mL) was placed in a microwave vessel, followed by addition of triethylamine (2.5 mL, 18 mmol). The microwave vessel was sealed then heated in the microwave at normal absorbance at 190° C. for 60 min. The mixture was concentrated to remove most of the iso-propanol and triethylamine. The residue was washed with methanol (2×15 mL) to afford a brown solid. The solid was washed with water (3×30 mL) and dried overnight to afford 1-(5-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-yl)-piperidine-4-carboxylic acid [3-(4-fluoro-phenoxy)-phenyl]-amide (1.83 g, 69%) as a light-brown solid ((M+H)+: 446.3).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07423043B2
Source datasetuspto-grants-2008_09
ORD IDord-672106cdbdea43eea1976410d4c21625
Source noteuspto-grants-2008_09