HuagongsheHuagongshe Chemistry Print Report · For research reference only
Lithium Hydroxide → HCID 90030752, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Lithium Hydroxide | HCID 3939 | — |
| Reactant | HCID 90030155 | HCID 90030155 | — |
| Reactant | 3-(1-(3-fluorobenzyl)-1H-pyrazol-4-yl)-5-(4-(piperidin-4-yl)phenyl)-1-tosyl-1H-pyrrolo[2,3-b]pyridine hydrochloride | HCID 118524085 | — |
| Solvent | Methanol tetrahydrofuran water | HCID 21892291 | — |
| Product | HCID 90030752 | HCID 90030752 | 23% |
Reaction Steps
Using similar reaction conditions as described in step-iii of example-1, (S)-1-(4-(5-(3-(1-(3-fluorobenzyl)-1H-pyrazol-4-yl)-1-tosyl-1H-pyrrolo[2,3-b]pyridin-5-yl)pyrazin-2-yl)piperazin-1-yl) propan-2-ol (230 mg, 0.34 mmol) was hydrolyzed with lithium hydroxide (44 mg, 1.03 mmol) in THF/methanol/water (4/4/2 mL) to yield 40 mg (18.5% yield) of desired product. 1H NMR (CD3OD, 300 MHz): δ 8.83-8.75 (m, 3H), 8.44-8.43 (d, 1H), 8.22 (s, 1H), 7.972-7.970 (d, 1H), 7.68 (s, 1H), 7.44-7.32 (m, 1H), 7.16-6.96 (m, 3H), 5.44 (s, 2H), 4.70-4.45 (m, 3H), 4.30-4.10 (m, 2H), 3.80-3.60 (m, 2H), 3.60-3.30 (m, 4H), 1.27-1.25 (d, 3H). MS: m/z=513.3 (M+1), HPLC: 97.55% in method B.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09353107B2 |
| Source dataset | uspto-grants-2016_05 |
| ORD ID | ord-22d85ed893d745af89e18faa371753cc |
| Source note | uspto-grants-2016_05 |