HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 2-(1-methyl-3-phenyl-4-(trifluoromethyl)-1H-pyrazolo[3,4-b]pyridin-6-ylamino)acetic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | methyl 2-(1-methyl-3-phenyl-4-(trifluoromethyl)-1H-pyrazolo[3,4-b]pyridin-6-ylamino)acetate | HCID 67209395 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Lithium Hydroxide | HCID 3939 | — |
| Product | 2-(1-methyl-3-phenyl-4-(trifluoromethyl)-1H-pyrazolo[3,4-b]pyridin-6-ylamino)acetic acid | HCID 67209537 | 90% |
Reaction Steps
To a solution of methyl 2-(1-methyl-3-phenyl-4-(trifluoromethyl)-1H-pyrazolo[3,4-b]pyridin-6-ylamino)acetate (0.045 g, 0.123 mmol) in ethanol (2.0 mL), aqueous LiOH×H2O (0.026 g, 0.618 mmol in 0.1 mL) was added and stirred at it for 15 min. The organic solvents were removed under reduced pressure and the reaction mixture was acidified with 10% HCl (pH ˜2) to obtain a white solid which was filtered through a funnel and dried under vacuum to yield the title compound as a white solid (0.036 g, 90%). [1H-NMR (DMSO-d6, 300 MHz) δ 7.99 (s, 1H), 7.45-7.38 (m, 5H), 6.85 (s, 1H), 4.15 (d, 2H), 3.92 (s, 3H); LCMS RtC=0.39 min; [M+H]+=351.1]
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08742106B2 |
| Source dataset | uspto-grants-2014_06 |
| ORD ID | ord-491edd48cf3c42ab8a64934a52a28b1f |
| Source note | uspto-grants-2014_06 |