HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 68768645, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 2-Chlorothiazolo[4,5-b]pyridine hydrochloride | HCID 57482765 | — |
| Reactant | Methyl 6-hydroxybenzofuran-3-carboxylate | HCID 59577559 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 68768645 | HCID 68768645 | 87.1% |
Reaction Steps
To a solution of 6-hydroxy-benzofuran-3-carboxylic acid methyl ester (1.7 g, 8.8 mmol) in DMF (88 mL) was added Cs2CO3 (8.6 g, 1.8 mmol) followed by 2-chloro-thiazolo[4,5-b]pyridine hydrochloride (1.8 g, 8.8 mmol) and the reaction mixture was stirred (rt, 3 h). The reaction mixture was treated with water (50 mL) to form a solid. The solid was filtered to provide the title compound as a white solid (2.5 g, 87%). MS (ESI): mass calcd. for C16H10N2O4S, 326.0; m/z found, 327.0 [M+H]+. 1H NMR (400 MHz, CDCl3): 8.57 (dd, J=4.8, 1.6, 1H), 8.30 (s, 1H), 8.11 (d, J=8.6, 1H), 8.03 (dd, J=7.9, 1.6, 1H), 7.75 (d, J=2.1, 1H), 7.41 (dd, J=8.6, 2.1, 1H), 7.22 (dd, J=7.9, 4.8, 1H), 3.97 (s, 3H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08399465B2 |
| Source dataset | uspto-grants-2013_03 |
| ORD ID | ord-6cf5fefdded046fea5e8669b55415b1e |
| Source note | uspto-grants-2013_03 |