Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2,6-Dichlorobenzoyl chloride | HCID 78392 | — |
| Reactant | HCID 18419445 | HCID 18419445 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 15887622 | HCID 15887622 | — |
Reaction Steps
2-(4-Chloro-2-methyl-phenoxy)-5-(N-methylamino)pyridine (32 mg, 0.13 mmol) dissolved in methylene chloride (0.25 mL) was treated with triethylamine (0.026 mL, 0.18 mmol) followed by a solution of 2,6-dichlorobenzoyl chloride (31 mg, 0.15 mmol) dissolved in methylene chloride (0.15 mL). The reaction mixture was shaken at 22° C. for 18 hours followed by quenching with saturated aqueous NH4Cl and stirring for an additional 5 hours. The organic layer was separated and dried over Na2SO4 then concentrated in vacuo. The crude product was purified by chromatography on SiO2 using 1:1 ethyl acetate/hexane as eluent. MS (m/z): 422/424 (M+H)+; C20H15N2O2Cl3 requires 422.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06184237B2 |
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| Source dataset | uspto-grants-2001_02 |
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| ORD ID | ord-1f47be0fac924d758efeafcaf712b9f3 |
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| Source note | uspto-grants-2001_02 |
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