Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 3,5-Dichloro-4-pyridinecarboxaldehyde | HCID 2762988 | — |
| Reactant | HCID 18381616 | HCID 18381616 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 53863513 | HCID 53863513 | 191.5% |
Reaction Steps
A solution of (5-difluoromethoxy-3-oxo-1,3-dihydro-isobenzofuran-1-yl)-triphenyl-phosphonium bromide (11.4 g, 21 mmoles), prepared as described in example 96, in dry CH2Cl2 (110 ml), under N2, was added with 3,5-dichloro-4-formyl-pyridine (4.06 g, 23.1 mmoles). The mixture was cooled to 4° C. and added with triethylamine (3.8 ml, 27.3 mmoles) while keeping the temperature below 10° C. At the end of the addition the mixture was stirred at room temperature for 3 hours, then cooled and added with 5% HCl. The organic phase was washed with an aqueous NaCl solution, discoloured with charcoal, filtered over celite and dried to give 14.4 g of the title compound (stoichiometric yield; containing 1 equivalent of triphenylphosphine oxide).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06329370B1 |
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| Source dataset | uspto-grants-2001_12 |
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| ORD ID | ord-0556a80c35ff406ea82564e8aa5201f2 |
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| Source note | uspto-grants-2001_12 |
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