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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1850194Generated: October 31, 2026

α-Methyl-4-(1H-pyrrol-1-yl)benzenemethanamine → HCID 86730227, compound

https://huagongshe.com/reaction/1850194

Reaction equation

Participants

RoleNameHCIDCharge
Reactantα-Methyl-4-(1H-pyrrol-1-yl)benzenemethanamineHCID 16394844—
Reactant(S)-3-(2-chloropyrimidin-4-yl)-4-isopropyloxazolidin-2-oneHCID 86730167—
SolventDimethyl SulfoxideHCID 679—
SolventEthyl AcetateHCID 8857—
ProductHCID 86730227HCID 86730227—
ProductHCID 86730228HCID 86730228—

Reaction Steps

A solution of (S)-3-(2-chloropyrimidin-4-yl)-4-isopropyloxazolidin-2-one (44 mg, 0.18 mmol) and 1-(4-(1H-pyrrol-1-yl)phenyl)ethanamine (33.9 mg, 0.182 mmol, 1 equiv) in DMSO (1 mL) was heated at 110° C. for 2 h. The reaction mixture was diluted with EtOAc (8 mL) and washed with water (30 mL). After separation, the aqueous phase was extracted with EtOAc (3×8 mL). Combined organics were dried over Na2SO4, filtered and concentrated. Silica gel column chromatography (EtOAc/Heptane 10 to 50%) provided (S)-3-(2-((R)-1-(4-(1H-pyrrol-1-yl)phenyl)ethylamino)pyrimidin-4-yl)-4-isopropyloxazolidin-2-one and (S)-3-(2-((S)-1-(4-(1H-pyrrol-1-yl)phenyl)ethylamino)pyrimidin-4-yl)-4-isopropyloxazolidin-2-one.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08957068B2
Source datasetuspto-grants-2015_02
ORD IDord-82425b5d34d946e9b914a59bcaa6658a
Source noteuspto-grants-2015_02