HuagongsheHuagongshe Chemistry Print Report · For research reference only
Lithium Hydroxide → HCID 90031772, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Lithium Hydroxide | HCID 3939 | — |
| Reactant | HCID 118523908 | HCID 118523908 | — |
| 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 90031772 | HCID 90031772 | 58.4% |
Reaction Steps
Using similar reaction conditions as described in step-iii of example-1, (S)-1-(4-(3-fluoro-4-(3-(1-(3-fluorobenzyl)-1H-pyrazol-4-yl)-1-tosyl-1H-pyrrolo[2,3-b]pyridin-5-yl)phenyl)piperazin-1-yl)propan-2-ol (100 mg, 0.146 mmol) was hydrolyzed with lithium hydroxide (30 mg, 0.73 mmol) in THF/methanol/water (3/2/1 mL) to yield 45 mg (58.4% yield) of desired product. 1H NMR (CD3OD, 300 MHz): δ 8.39-8.36 (m, 2H), 8.15 (s, 1H), 7.914-7.912 (d, 1H), 7.67 (s, 1H), 7.59-7.50 (t, 1H), 7.42-4.30 (m, 1H), 7.11-6.92 (m, 5H), 5.42 (s, 2H), 4.30-4.20 (m, 1H), 4.00-3.60 (m, 4H), 3.27-3.13 (m, 4H), 1.27-1.25 (d, 3H). MS: m/z=529.3 (M+1), HPLC: 95.98% in method A.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09353107B2 |
| Source dataset | uspto-grants-2016_05 |
| ORD ID | ord-aabf3b60b90e4d2b8ca83ee9050faed4 |
| Source note | uspto-grants-2016_05 |