Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 3-Methylbenzoyl chloride | HCID 74375 | — |
| Reactant | HCID 178456129 | HCID 178456129 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 57837977 | HCID 57837977 | 59% |
Reaction Steps
2-Chloro-N-hydroxy-propionamidine (218 mg, 1.78 mmol) and triethylamine (0.677 ml, 4.86 mmol) were added to 3-methyl-benzoyl chloride (250 mg, 1.62 mmol) in DCM (10.0 ml) at 0° C. and the resulting mixture was stirred for 20 min. The solution was concentrated and DMF (20 ml) was added to the residue and heated at 120° C. for 20 min. The product was purified by flash chromatography using 10-20% EA in hex. affording 0.250 g (59% yield over 2 steps) of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07585881B2 |
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| Source dataset | uspto-grants-2009_09 |
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| ORD ID | ord-c7295e1118bf4491bd884c693227c104 |
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| Source note | uspto-grants-2009_09 |
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