HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Hydroxide → 1-Cyclobutyl-6-cyclopropyl-3-methyl-1H-pyrazolo[3,4-b]pyridine-4-carboxylic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Ethyl 1-cyclobutyl-6-cyclopropyl-3-methyl-1H-pyrazolo[3,4-b]pyridine-4-carboxylate | HCID 68079207 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 1-Cyclobutyl-6-cyclopropyl-3-methyl-1H-pyrazolo[3,4-b]pyridine-4-carboxylic acid | HCID 67124357 | — |
Reaction Steps
The title compound was prepared in the same manner as described for intermediate 46 using ethyl 1-cyclobutyl-6-cyclopropyl-3-methyl-1H-pyrazolo[3,4-b]pyridine-4-carboxylate (550 mg, 1.837 mmol), sodium hydroxide (3 ml, 3.00 mmol), and ethanol (30 mL) wherein the stir time was 1 h. The final product was collected as 0.490 g (98%). LCMS E-S (M+H)=272.5 1H NMR (400 MHz, DMSO-d6) δ ppm 1.03-1.10 (m, 4 H), 1.80-1.91 (m, 2 H), 2.26-2.43 (m, 3 H), 2.58 (s, 3 H), 2.59-2.71 (m, 2 H), 5.35 (dq, J=8.59, 8.42 Hz, 1 H), 7.44 (s, 1 H), 13.73 (br. s., 1 H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09073924B2 |
| Source dataset | uspto-grants-2015_07 |
| ORD ID | ord-f0597fe7dac643f8a304d48f31c9ec5a |
| Source note | uspto-grants-2015_07 |