HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Hydroxide → 3-{[6-Cyclopropyl-3-(pyrimidin-5-ylamino)-pyridine-2-carbonyl]-amino}-isonicotinic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 3-{[6-Cyclopropyl-3-(pyrimidin-5-ylamino)-pyridine-2-carbonyl]-amino}-isonicotinic acid methyl ester | HCID 70128318 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Water | HCID 962 | — |
| Product | 3-{[6-Cyclopropyl-3-(pyrimidin-5-ylamino)-pyridine-2-carbonyl]-amino}-isonicotinic acid | HCID 70098054 | — |
Reaction Steps
To stirred suspension of 3-{[6-cyclopropyl-3-(pyrimidin-5-ylamino)-pyridine-2-carbonyl]-amino}-isonicotinic acid methyl ester (330 mg, 0.84 mmol) in MeOH (5 ml) was added a solution of NaOH (84.5 mg, 2.1 mmol) in water (2 ml) at 0-5° C. After the addition the reaction mixture was stirred at rt for 8 hrs. The solvent was removed in vacuo, the residue was dissolved in water (7 ml), and was washed with EtOAc (2×10 ml). The aqueous layer was then acidified with 1N HCl (pH˜2), and concentrated to obtain the title compound (containing NaCl) as a yellowish sticky solid which was directly used as such for the next step without any further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08623866B2 |
| Source dataset | uspto-grants-2014_01 |
| ORD ID | ord-99ae6c196a71488889b192086f073d77 |
| Source note | uspto-grants-2014_01 |