HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 42635069, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Phenyl chloroformate | HCID 15891 | — |
| Reactant | 2-Thiazolamine, 5-bromo- | HCID 43600 | — |
| Reactant | 1H-Indole-2-sulfonamide | HCID 14256301 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 42635069 | HCID 42635069 | 37.4% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07973051B2 |
| Source dataset | uspto-grants-2011_07 |
| ORD ID | ord-b5ced83dc57e40f3931d3cbfc039a8c9 |
| Source note | uspto-grants-2011_07 |