Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 4-Amino-3,5-dichloropyridine | HCID 89888 | — |
| Reactant | Potassium | HCID 5462222 | — |
| Reactant | 3-(Cyclopropylmethoxy)-4-(difluoromethoxy)benzoyl chloride | HCID 12047330 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | Roflumilast | HCID 449193 | — |
Reaction Steps
The potassium salt suspension of the anion of 4-amino-3,5-dichloropyridine in DMF (2-25 equivalents) Is introduced into a reaction vessel. A solution of 3-cyclopropylmethoxy-4-difluoromethoxybenzoyl chloride (1 equivalent) in DMF is slowly added to this suspension while stirring vigorously at a temperature of 15 to 40° C., preferably 20 to 30° C. After the reaction is complete, water is slowly added while stirring at 15-25° C., and the pH is adjusted to 2-3 with hydrochloric acid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08618142B2 |
|---|
| Source dataset | uspto-grants-2013_12 |
|---|
| ORD ID | ord-2777faf4b8b342bdb0b4df504f267336 |
|---|
| Source note | uspto-grants-2013_12 |
|---|
