HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 10115063, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Benzo(d)thiazol-2-amine | HCID 8706 | — |
| Reactant | Benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphate | HCID 151348 | — |
| Reactant | 2-(3-Cyano-4-methanesulfonyl-phenyl)-3-cyclopentyl-propionic acid | HCID 12069499 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 10115063 | HCID 10115063 | 84% |
Reaction Steps
A solution of 2-(3-cyano-4-methanesulfonyl-phenyl)-3-cyclopentyl-propionic acid (100 mg, 0.311 mmol), triethylamine (0.13 mL, 0.933 mmol), benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphate (206 mg, 0.467 mmol), and 2-aminobenzothiazole (70 mg, 0.467 mmol) in methylene chloride (3 mL) was stirred at 25° C. for 3 h. The crude reaction mixture was directly purified by Biotage chromatography (FLASH 40S, Silica, 1/1 hexanes/ethyl acetate) to afford N-benzothiazol-2-yl-2-(3-cyano-4-methanesulfonyl-phenyl)-3-cyclopentyl-propionamide (118 mg, 84%) as a white foam: mp 115-118° C. (foam to gel); EI-HRMS m/e calcd for C23H23N3O3S3 (M+) 453.1181, found 453.1173.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06448399B1 |
| Source dataset | uspto-grants-2002_09 |
| ORD ID | ord-92e3d54f90444e90ab0e1de4e2e0cf52 |
| Source note | uspto-grants-2002_09 |