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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 30188Generated: October 27, 2026

Diisopropylethylamine → (RS)-4-{1-[5-(4-Fluorophenyl)-2-methylthiazol-4-yl]-methanoyl}-3-[2-(4-fluoro-phenyl)-2-oxo-ethoxycarbonylmethyl]-piperazine-1-carboxylic acid tert-butyl ester

https://huagongshe.com/reaction/30188

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
ReactantMethanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 9886157—
Reactant5-(4-Fluorophenyl)-2-methyl-1,3-thiazole-4-carboxylic acidHCID 22324125—
Reactant(RS)-3-[2-(4-Fluorophenyl)-2-oxo-ethoxycarbonylmethyl]piperazine-1-carboxylic acid tert-butyl esterHCID 67158269—
SolventDimethylformamideHCID 6228—
Product(RS)-4-{1-[5-(4-Fluorophenyl)-2-methylthiazol-4-yl]-methanoyl}-3-[2-(4-fluoro-phenyl)-2-oxo-ethoxycarbonylmethyl]-piperazine-1-carboxylic acid tert-butyl esterHCID 67158091—

Reaction Steps

(RS)-3-[2-(4-Fluorophenyl)-2-oxo-ethoxycarbonylmethyl]-piperazine-1-carboxylic acid tert-butyl ester description 110 (0.887 g) was reacted with HATU (0.932 g), diisopropylethylamine (1.30 ml) and 5-(4-fluoro-phenyl)-2-methyl-thiazole-4-carboxylic acid (0.707 g) in dry DMF (8 ml) according to the method of description 20. Silica gel column chromatography, eluting with ethyl acetate-hexane mixtures provided the title compound as a white foam (1.168 g), mass spectrum (API+) 600 [MH+], C30H31F2N3O6S requires 599.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07423052B2
Source datasetuspto-grants-2008_09
ORD IDord-4810da5bcbf1440bb9892937829dc6c4
Source noteuspto-grants-2008_09