HuagongsheHuagongshe Chemistry Print Report · For research reference only
Lithium Hydroxide → HCID 90030666, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Lithium Hydroxide | HCID 3939 | — |
| Reactant | HCID 90031406 | HCID 90031406 | — |
| 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 90030666 | HCID 90030666 | 35.8% |
Reaction Steps
Using similar reaction conditions as described in step-iii of example-1, 1-(4-(3-(1-(3-fluorobenzyl)-1H-pyrazol-4-yl)-1-tosyl-1H-pyrrolo[2,3-b]pyridin-5-yl)phenyl)piperidin-4-ol (130 mg, 0.209 mmol) was hydrolyzed with lithium hydroxide (28 mg, 0.62 mmol) in THF/methanol/water (3/3/1 mL) to yield 35 mg (28.7% yield) of desired product. 1H NMR (CD3OD, 300 MHz): δ 8.56 (s, 2H), 8.24 (s, 1H), 7.97-7.94 (m, 3H), 7.74-7.70 (m, 3H), 7.38-7.35 (m, 1H), 7.12-6.99 (m, 3H), 4.10-4.08 (m, 1H), 3.90-3.84 (m, 2H), 3.64-3.57 (m, 2H), 2.27-2.20 (m, 2H), 2.04-1.97 (m, 2H). MS: m/z=468.4 (M+1), HPLC: 91.74% in method B.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09353107B2 |
| Source dataset | uspto-grants-2016_05 |
| ORD ID | ord-46adc2612f5240cabd322d747aa3df3b |
| Source note | uspto-grants-2016_05 |