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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1092998Generated: October 26, 2026

Diisopropylethylamine → 4-{3-[5-(3-Fluoro-4-methanesulfonyl-phenyl)-4-methyl-thiazol-2-yl]-ureido)-butyric acid ethyl ester

https://huagongshe.com/reaction/1092998

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
ReactantEthyl 4-isocyanatobutyrateHCID 3445674—
Reactant5-(3-Fluoro-4-(methylsulfonyl)phenyl)-4-methylthiazol-2-amineHCID 57351277—
SolventDichloromethaneHCID 6344—
Product4-{3-[5-(3-Fluoro-4-methanesulfonyl-phenyl)-4-methyl-thiazol-2-yl]-ureido)-butyric acid ethyl esterHCID 86598431—

Reaction Steps

5-(3-Fluoro-4-methanesulfonyl-phenyl)-4-methyl-thiazol-2-ylamine (Example 72), (0.1 g, 0.31 mmol) DIPEA (0.039 ml, 0.34 mmol), ethyl-4-isocyanatobutyrate (0.046 ml, 0.31 mmol) in DCM (2 ml) are heated together at reflux overnight. The reaction mixture is diluted with DCM (20 ml) and washed with 1M hydrochloric acid (15 ml), water (2×15 ml), brine (15 ml), dried over MgSO4, filtered and concentrated in vacuo to yield the titled compound as an off white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08129541B2
Source datasetuspto-grants-2012_03
ORD IDord-87c2adc378b748ea86a9ec2a8f884ed2
Source noteuspto-grants-2012_03