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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1009004Generated: October 31, 2026

Triethylamine → HCID 42635069, compound

https://huagongshe.com/reaction/1009004

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantPhenyl chloroformateHCID 15891—
Reactant2-Thiazolamine, 5-bromo-HCID 43600—
Reactant1H-Indole-2-sulfonamideHCID 14256301—
SolventAcetonitrileHCID 6342—
ProductHCID 42635069HCID 4263506937.4%

Reaction Steps

To a solution of 1H-indole-2-sulfonic acid amide (Graham, S., Hoffman, J. Med. Chem., 33(2), 749-754 (1990); 0.235 g, 1.2 mmol) in acetonitrile (15 mL) was added at 10° C. triethylamine (0.4 mL), followed dropwise over 5 minutes by a solution of chloroformic acid phenyl ester (0.22 g, 1.4 mmol) in acetonitrile (2 mL). The reaction mixture was stirred at rt for 1 h and 2-amino-5-bromothiazole (0.225 g, 1.3 mmol) was added. The reaction mixture was stirred at 55° C. for 2 h. The precipitate that was formed was filtered off, washed with acetonitrile and ether and dried to obtain the title compound (0.18 g) as a pink solid. MS (ISN) m/e 399.0, 400.9 (M−H)−

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07973051B2
Source datasetuspto-grants-2011_07
ORD IDord-b5ced83dc57e40f3931d3cbfc039a8c9
Source noteuspto-grants-2011_07