HuagongsheHuagongshe Chemistry Print Report · For research reference only
Lithium Hydroxide → HCID 72944959, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Lithium Hydroxide | HCID 3939 | — |
| Reactant | HCID 118524051 | HCID 118524051 | — |
| 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 72944959 | HCID 72944959 | 30% |
Reaction Steps
Using similar reaction conditions as described in step-iii of example-1, 5-(5-fluoro-6-(4-methylpiperazin-1-yl)pyridin-3-yl)-3-(1-(3-fluorobenzyl)-1H-pyrazol-4-yl)-1-tosyl-1H-pyrrolo[2,3-b]pyridine (150 mg, 0.234 mmol) was hydrolyzed with lithium hydroxide (98 mg, 2.34 mmol) in THF/methanol/water (12/4/4 mL) to yield 34 mg (30% yield) after purification by prep TLC using 8% methanol in chloroform as eluent. 1H NMR (CD3OD, 300 MHz): δ 8.459-8.452 (d, 1H), 8.36-8.34 (m, 2H), 8.24 (s, 1H), 7.94 (s, 1H), 7.85-7.79 (dd, 1H), 7.65 (s, 1H), 7.41-7.33 (q, 1H), 7.12-7.00 (m, 3H), 5.43 (s, 2H), 3.57-3.54 (t, 4H), 2.65-2.62 (m, 4H), 2.37 (s, 3H). MS: m/z=486.2 (M+1), HPLC: 98.03% in method A.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09353107B2 |
| Source dataset | uspto-grants-2016_05 |
| ORD ID | ord-e08aa7a4b7c4458fbbac4e2bf4210ead |
| Source note | uspto-grants-2016_05 |