Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 5-(2-Fluoro-4-cyclopropylphenylamino)-imidazo[1,5-a]pyridine-6-carboxylic acid methyl ester | HCID 59140140 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 59140130 | HCID 59140130 | 88.4% |
Reaction Steps
To a solution of 5-(2-fluoro-4-cyclopropylphenylamino)-imidazo[1,5-a]pyridine-6-carboxylic acid methyl ester (573 mg, 1.73 mmol) in methanol (20 mL) was added aqueous sodium hydroxide (10 mL, 1M, 10 mmol) and the reaction mixture stirred at 70° C. for 30 minutes. The reaction mixture was concentrated in vacuo to ˜20 mL volume and the resultant solution diluted with water (20 mL) and filtered. The filtrate was acidified to pH ˜1 by addition of aqueous hydrochloric acid (1M) causing a precipitate to form. The precipitate was collected by filtration and dried under vacuum at 45° C. to yield the title compound as a dark tan solid (476 mg, 87%). LCMS (Method B): RT=2.81 min, M+H+=318.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07923456B2 |
|---|
| Source dataset | uspto-grants-2011_04 |
|---|
| ORD ID | ord-a67a4215678044ffaefbd4aa36bace1c |
|---|
| Source note | uspto-grants-2011_04 |
|---|