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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 644051Generated: October 31, 2026

2-Amino-2-thioxoethyl 2,2-dimethylpropanoate → 1-(cyclohexyl)methyl-7-methoxy-3-{2-[(tertbutylcarbonyloxy)methyl]thiazol-4-yl}-1H-indole

https://huagongshe.com/reaction/644051

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Amino-2-thioxoethyl 2,2-dimethylpropanoateHCID 2782113—
Reactant2-Chloro-1-[1-(cyclohexyl)methyl-7-methoxy-1H-indol-3-yl]ethanoneHCID 86073279—
SolventEthanolHCID 702—
Product1-(cyclohexyl)methyl-7-methoxy-3-{2-[(tertbutylcarbonyloxy)methyl]thiazol-4-yl}-1H-indoleHCID 6869876099.7%

Reaction Steps

2-Chloro-1-[1-(cyclohexyl)methyl-7-methoxy-1H-indol-3-yl]ethanone (0.73 g, 2.30 mmol) and 2-(tert-butylcarbonyloxy)thioacetamide (1.21 g, 6.89 mmol) were suspended in ethanol (10 ml) and the resulting mixture subjected to microwave irradiation at 150° C. for 10 min using an Emrys™ Optimizer EXP. The reaction mixture was concentrated in vacuo and the residue obtained was purified by flash column chromatography eluting with 5% (v/v) ethyl acetate in n-heptane to afford 1-(cyclohexyl)methyl-7-methoxy-3-{2-[(tertbutylcarbonyloxy)methyl]thiazol-4-yl}-1H-indole as a yellow oil (1.01 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07700634B2
Source datasetuspto-grants-2010_04
ORD IDord-c3f0251913df425da83855f20c89a5c2
Source noteuspto-grants-2010_04