HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 178522810, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Benzylamine | HCID 7504 | — |
| Reactant | 2-Ethoxy-1-(ethoxycarbonyl)-1,2-dihydroquinoline | HCID 27833 | — |
| Reactant | 6-sulfanylpyridine-3-carboxylic acid | HCID 178524518 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 178522810 | HCID 178522810 | 44% |
Reaction Steps
Combine 6-mercapto-nicotinic acid (0.64 g, 4.1 mmol), benzylamine (0.45 mL, 4.1 mmol) and EEDQ (1 g, 4 mmol) in anhydrous DMF (3 mL). Stir at room temperature for 12 h. Dilute the reaction with water and extract with DCM. Dry over MgSO4, filter and concentrate in vacuo to give a yellow solid. Purify by chromatography on silica gel eluting with 2M ammonia in methanol/DCM (2:98 and 10:90) to give the title compound as a yellow solid (440 mg, 44%). MS (ES+) m/z: 245 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07994163B2 |
| Source dataset | uspto-grants-2011_08 |
| ORD ID | ord-b02f8c70926843ff903df8704e6b55cb |
| Source note | uspto-grants-2011_08 |