HuagongsheHuagongshe Chemistry Print Report · For research reference only
Oxalyl chloride → 4-Methoxy-2-(piperidin-1-yl)benzothiazole-7-carboxylic acid (3,5-dimethyiisoxazol-4-yl)amide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Oxalyl chloride | HCID 65578 | — |
| Reactant | 4-Amino-3,5-dimethylisoxazole | HCID 182040 | — |
| Reactant | 2-(Piperidin-1-yl)-4-methoxybenzothiazole-7-carboxylic acid | HCID 18356998 | — |
| Catalyst | Dimethylformamide | HCID 6228 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | 4-Methoxy-2-(piperidin-1-yl)benzothiazole-7-carboxylic acid (3,5-dimethyiisoxazol-4-yl)amide | HCID 10293531 | 9.1% |
Reaction Steps
Starting from 4-methoxy-2(piperidin-1-yl)benzothiazole-7-carboxylic acid (0.24 g), oxalyl chloride (2.0 ml), dichloromethane (20 ml) and dimethylformamide (1 drop), followed by 3,5-dimethylisoxazol-4-amine (0.10 g), triethylamine (0.25 ml) and dichloromethane (20 ml). Purification by flash chromatography (eluent 5% methanol in dichloromethane) yielded the title compound as a white solid (29 mg). TLC Rf 0.49 (ethyl acetate); MS found M+1 387.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06313116B1 |
| Source dataset | uspto-grants-2001_11 |
| ORD ID | ord-8286f2d80f70441c926202a8b4feda4a |
| Source note | uspto-grants-2001_11 |