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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1039762Generated: November 4, 2026

Triethylamine → N-[(3-Fluorophenyl)-methyl]-4-methyl-6-morpholin-4-yl-2-pyrrolidin-1-yl-pyridine-3-carboxylic acid amide

https://huagongshe.com/reaction/1039762

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantPyrrolidineHCID 31268—
Reactant2-chloro-N-[(3-fluorophenyl)-methyl]-4-methyl-6-morpholin-4-yl-pyridine-3-carboxylic acid amideHCID 86664317—
SolventAcetonitrileHCID 6342—
ProductN-[(3-Fluorophenyl)-methyl]-4-methyl-6-morpholin-4-yl-2-pyrrolidin-1-yl-pyridine-3-carboxylic acid amideHCID 6728728759%

Reaction Conditions

Temperature140 °C

Reaction Steps

To a solution of 254 mg (0.7 mmol) 2-chloro-N-[(3-fluorophenyl)-methyl]-4-methyl-6-morpholin-4-yl-pyridine-3-carboxylic acid amide (synthesis is described in section a) of example 9) in MeCN (0.5 ml) were added 115 μl (1.4 mmol) pyrrolidine and 290 μl (2.1 mmol) NEt3. The RM was heated in the microwave to 120° C. for 30 min and subsequently to 140° C. for 45 min. Then the mixture was filtered through celite and concentrated in vacuo. Purification of the residue by CC (hexane/EtOAc 2:1), followed by crystallization (hexane/EtOAc) provided 164 mg (0.41 mmol, 59%) N-[(3-Fluorophenyl)-methyl]-4-methyl-6-morpholin-4-yl-2-pyrrolidin-1-yl-pyridine-3-carboxylic acid amide (example 24). [M+H]+ 399.2.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08552200B2
Source datasetuspto-grants-2013_10
ORD IDord-ac1928c275674ff79573d075dd641db3
Source noteuspto-grants-2013_10