HuagongsheHuagongshe Chemistry Print Report · For research reference only
6-Aminobenzothiazole → HCID 66921510, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 6-Aminobenzothiazole | HCID 68288 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 1-(tert-Butoxycarbonyl)-4-piperidinecarboxylic acid | HCID 392871 | — |
| Reactant | Propylphosphoric anhydride | HCID 16167369 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 66921510 | HCID 66921510 | 61% |
Reaction Steps
A mixture of benzothiazol-6-ylamine (0.15 g, 1 mmol) and piperidine-1,4-dicarboxylic acid mono-tert-butyl ester (0.23 g, 1 mmol) in DMF (3 ml) was treated with DIPEA (5 eq.) and propylphosphonic anhydride (1 eq, 50% solution in EA). The mixture was stirred at rt for 72 h, diluted with water and extracted with EA. The org. layers were washed with water and brine, dried over MgSO4 and concentrated. The residue was purified by chromatography on SiO2 (hex/EA 1:1, EA) to give the coupling product as a colourless oil (0.22 g, 61% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07888359B2 |
| Source dataset | uspto-grants-2011_02 |
| ORD ID | ord-b4de2e7a09e94650bfa65e3080edaab5 |
| Source note | uspto-grants-2011_02 |