HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tin tetrachloride → 5-(2-chloro-pyridine-3-carbonyl)-1H-pyrrole-2-carboxylic acid methylamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tin tetrachloride | HCID 24287 | — |
| Reactant | 2-Chloronicotinoyl chloride | HCID 2774541 | — |
| Reactant | N-Methyl-1H-pyrrole-2-carboxamide | HCID 23273389 | — |
| Solvent | Benzene | HCID 241 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 5-(2-chloro-pyridine-3-carbonyl)-1H-pyrrole-2-carboxylic acid methylamide | HCID 85934759 | 35.7% |
Reaction Steps
To a mixture of 1H-pyrrole-2-carboxylic acid methylamide (430 mg, 3.5 mmol) and 2-chloronicotinoyl chloride (0.6 g, 3.4 mmol) in benzene (15 mL) at 0° C. was added a dropwise solution of tin (IV) chloride (1.6 g) in benzene (5 mL). The mixture was allowed to warm up slowly to room temperature and stirred for 4 hours. The reaction was diluted with ethyl acetate, washed with water, brine, dried and concentrated to give 320 mg (35%) of 5-(2-chloro-pyridine-3-carbonyl)-1H-pyrrole-2-carboxylic acid methylamide.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07186716B2 |
| Source dataset | uspto-grants-2007_03 |
| ORD ID | ord-ed74f60d7989442eb942fb38c901ea78 |
| Source note | uspto-grants-2007_03 |