HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → 6-{2-[4-(4-methoxy-benzothiazole-2-carbonyl)-piperidin-1-yl]-acetyl}-4H-benzo[1,4]oxazin-3-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 6-(2-chloroacetyl)-3,4-dihydro-2H-1,4-benzoxazin-3-one | HCID 2764458 | — |
| Reactant | (4-Methoxy-benzothiazol-2-yl)-piperidin-4-yl-methanone | HCID 67315952 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 6-{2-[4-(4-methoxy-benzothiazole-2-carbonyl)-piperidin-1-yl]-acetyl}-4H-benzo[1,4]oxazin-3-one | HCID 11999044 | 81% |
Reaction Steps
A mixture of (4-methoxy-benzothiazol-2-yl)-piperidin-4-yl-methanone (83 mg, 0.3 mmol) and 6-(2-chloro-acetyl)-4H-benzo[1,4]oxazin-3-one (68 mg, 0.3 mmol) in DMF (1 ml) was treated with DIPEA (50 μl, 0.3 mmol) and the mixture was stirred at RT overnight. The mixture was poured on water and extracted with EtOAc. The organic layers were dried over MgSO4 and concentrated. Crystallisation from ether gave 113 mg (81%) of title compound as a beige solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07981886B2 |
| Source dataset | uspto-grants-2011_07 |
| ORD ID | ord-cb3657fb8ec946a0affb41ff77739e51 |
| Source note | uspto-grants-2011_07 |