HuagongsheHuagongshe Chemistry Print Report · For research reference only
Thionyl Chloride → N-(5-Chloropyridin-2-yl)-2-[(1-isopropylpiperidin-4-ylcarbonyl)amino]-4-methoxycarbonylbenzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Reactant | 1-(Pyridin-4-yl)piperidine-4-carboxylic acid | HCID 1268289 | — |
| Reactant | 2-amino-N-(5-chloropyridin-2-yl)-4-methoxycarbonylbenzamide | HCID 21906318 | — |
| Product | N-(5-Chloropyridin-2-yl)-2-[(1-isopropylpiperidin-4-ylcarbonyl)amino]-4-methoxycarbonylbenzamide | HCID 21906664 | — |
Reaction Steps
Using a similar procedure to that described in Example 275, 1-(4-pyridinyl)piperidin-4-ylcarboxylic acid (2.0 g, 9.7 mmol), thionyl chloride (1.4 mL, 19 mmol), and 2-amino-N-(5-chloropyridin-2-yl)-4-methoxycarbonylbenzamide (2.8 g, 9.2 mmol) afforded, after purification by column chromatography (SiO2: 5 to 10% [2.0 N ammonia in methanol]:methylene chloride), 0.40 g (9%) of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07129245B2 |
| Source dataset | uspto-grants-2006_10 |
| ORD ID | ord-3132502bf3aa40e08785e484260b187c |
| Source note | uspto-grants-2006_10 |