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]thiazin-3-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 6-Chloroacetyl-2H-1,4-benzothiazin-3(4H)-one | HCID 16218075 | — |
| 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]thiazin-3-one | HCID 11999045 | 45% |
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]thiazin-3-one (72.5 mg, 0.3 mmol, prepared as described in WO 02/096907) 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 and MeOH gave 65 mg (45%) 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-ab8952856c8947cda8cc1dde28f28e23 |
| Source note | uspto-grants-2011_07 |