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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 444868Generated: October 27, 2026

tert-butyl N-(4-methyl-1,3-thiazol-2-yl)carbamate → {5-[2-(1-Cyano-cyclopropyl)-pyridin-4-yl]-4-methyl-thiazol-2-yl}-carbamic acid tert-butyl ester

https://huagongshe.com/reaction/444868

Reaction equation

Participants

RoleNameHCIDCharge
Reactanttert-butyl N-(4-methyl-1,3-thiazol-2-yl)carbamateHCID 45117839—
Reactant1-(4-Bromopyridin-2-yl)cyclopropanecarbonitrileHCID 57417093—
Product{5-[2-(1-Cyano-cyclopropyl)-pyridin-4-yl]-4-methyl-thiazol-2-yl}-carbamic acid tert-butyl esterHCID 59293730—

Reaction Conditions

Temperature100 °C

Reaction Steps

The title compound is prepared in analogy to the procedure described in Step 1.3, but using 1-(4-bromo-pyridin-2-yl)-cyclopropanecarbonitrile (Step 18.3) and (4-methyl-thiazol-2-yl)-carbamic acid tert-butyl ester (Step 18.4). The reaction mixture is stirred for 2 h at 100° C., quenched by dilution with EtOAc/H2O, and extracted with EtOAc. The crude product is purified by silica gel column chromatography (Hex/EtOAc, 1:1) to afford 122 mg of the title compound as a white solid: ESI-MS: 357.1 [M+H]+; tR=4.86 min (System 1); TLC: Rf=0.29 (Hex/EtOAc, 1:1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08476268B2
Source datasetuspto-grants-2013_07
ORD IDord-5b9529fce531405fa06815b809a170b7
Source noteuspto-grants-2013_07