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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1038053Generated: October 30, 2026

Triethylamine → 3-Methoxymethyl-1-{2-[4-(4-pyrimidin-2-yl-phenyl)-3,6-dihydro-2H-pyridin-1-yl]-acetyl}-pyrrolidine-3-carboxylic acid methyl ester

https://huagongshe.com/reaction/1038053

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant2-Chloro-1-[4-(4-pyrimidin-2-yl-phenyl)-3,6-dihydro-2H-pyridin-1-yl]-ethanoneHCID 58946433—
Reactant3-Methoxymethyl-pyrrolidine-3-carboxylic acid methyl ester tartaric acid saltHCID 68960633—
SolventAcetonitrileHCID 6342—
Product3-Methoxymethyl-1-{2-[4-(4-pyrimidin-2-yl-phenyl)-3,6-dihydro-2H-pyridin-1-yl]-acetyl}-pyrrolidine-3-carboxylic acid methyl esterHCID 6741963668.6%

Reaction Steps

3-Methoxymethyl-pyrrolidine-3-carboxylic acid methyl ester tartaric acid salt 1.54 gm, 4.85 mmol) in 25 ml of acetonitrile was added 2-Chloro-1-[4-(4-pyrimidin-2-yl-phenyl)-3,6-dihydro-2H-pyridin-1-yl]-ethanone (2.2 gm, 5.82 mmol), triethylamine (3.4 ml, 24.3 mmol) and the reaction mixture stirred at 80 C for 18 hrs. The reaction mixture was evaporated, and extracted into dichloromethane from water. The dichloromethane extracts were dried over Na2SO4, filtered and evaporated. The mixture was chromatographed on silica gel using 2-3% MeOH/dichlormethane to obtain 1.5 gm of title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08546404B2
Source datasetuspto-grants-2013_10
ORD IDord-b0b66aa7bb0d45b28818d7c797a1cad5
Source noteuspto-grants-2013_10