Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 66588989 | HCID 66588989 | — |
| Solvent | Methanol tetrahydrofuran water | HCID 21892291 | — |
| Product | HCID 66588997 | HCID 66588997 | — |
Reaction Steps
A suspension of methyl 4-(3-(4-(4-(8-oxa-3-azabicyclo[3.2.1]octan-3-yl)-1-(1,3-dimethoxypropan-2-yl)-1H-pyrazolo[3,4-d]pyrimidin-6-yl)phenyl)ureido)benzoate (25 mg) in tetrahydrofuran/methanol/water (2:2:1, 20 mL) was treated with two pellets of sodium hydroxide. The mixture was heated overnight at 60° C. and then acidified with concentrated hydrochloric acid to precipitate a fine solid, which, after collection via Buchner filtration, washing with water, and drying under house vacuum, provided 4-(3-(4-(4-(8-oxa-3-azabicyclo[3.2.1]octan-3-yl)-1-(1,3-dimethoxypropan-2-yl)-1H-pyrazolo[3,4-d]pyrimidin-6-yl)phenyl)ureido)benzoic acid. MS (ES+): 588.3 (M+H)+
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08129371B2 |
|---|
| Source dataset | uspto-grants-2012_03 |
|---|
| ORD ID | ord-0882cfd96680428196738447e83c92f4 |
|---|
| Source note | uspto-grants-2012_03 |
|---|