HuagongsheHuagongshe Chemistry Print Report · For research reference only
Lithium Hydroxide → HCID 72944754, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Lithium Hydroxide | HCID 3939 | — |
| Reactant | HCID 90030662 | HCID 90030662 | — |
| 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 72944754 | HCID 72944754 | 15% |
Reaction Steps
Using similar reaction conditions as described in step-iii of example-1, 3-(1-(3-fluorobenzyl)-1H-pyrazol-4-yl)-5-(6-(4-isobutylpiperazin-1-yl)pyridin-3-yl)-1-tosyl-1H-pyrrolo[2,3-b]pyridine (70 mg, 0.105 mmol) was hydrolyzed by lithium hydroxide (27 mg, 0.632 mmol) in THF/methanol/water (3/2/1 ml) to yield 8 mg (15.0% yield) of the titled compound. 1H NMR (CDCl3, 300 MHz): δ 8.83 (s, 1H), 8.49-8.45 (dd, 2H), 8.11-8.10 (d, 1H), 7.85 (s, 1H), 7.76-7.69 (m, 2H), 7.42-7.41 (d, 1H), 7.39-7.30 (m, 1H), 7.10-6.90 (m, 3H), 6.77-6.74 (d, 1H), 5.38 (s, 2H), 3.60-3.59 (t, 4H), 2.60-2.50 (t, 4H), 2.16-2.14 (d, 2H), 1.90-1.80 (m, 1H), 0.95-0.93 (d, 6H). MS: m/z=510.3 (M+1), HPLC: 93.26% in method A.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09353107B2 |
| Source dataset | uspto-grants-2016_05 |
| ORD ID | ord-588f7171157344798a2e18c69dbbe010 |
| Source note | uspto-grants-2016_05 |