HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine → HCID 57842864, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Oxalyl chloride | HCID 65578 | — |
| Reactant | Methylamine hydrochloride | HCID 6364545 | — |
| Reactant | 5-Nitro-2-(propan-2-ylsulfanyl)benzoic acid | HCID 57842798 | — |
| Catalyst | Dimethylformamide | HCID 6228 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 57842864 | HCID 57842864 | 82% |
Reaction Steps
Oxalyl chloride (1.75 mL, 19.6 mmol) was added dropwise to a suspension of 16A (2.41 g, 10 mmol) in DCM (20 mL) containing DMF (2 drops) at 0° C. The reaction mixture was warmed to rt and stirred overnight. The reaction mixture was concentrated in vacuo and coevaporated twice with toluene. The residue was dissolved in DCM (25 mL) and added portionwise to a solution of methylamine hydrochloride (2.03 g, 30.1 mmol) and pyridine (8.1 mL, 100 mmol) in DCM (25 mL) at 0° C. The reaction mixture was stirred overnight at rt. The reaction mixture was concentrated in vacuo and the residue was triturated with water to give 16B (2.08 g, 82%) as a yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07592331B2 |
| Source dataset | uspto-grants-2009_09 |
| ORD ID | ord-7f4b17e3697c4402a024b53b09fbb03a |
| Source note | uspto-grants-2009_09 |