HuagongsheHuagongshe Chemistry Print Report · For research reference only
Lithium Hydroxide → HCID 90031818, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Lithium Hydroxide | HCID 3939 | — |
| Reactant | HCID 118524005 | HCID 118524005 | — |
| 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 90031818 | HCID 90031818 | 39.2% |
Reaction Steps
Using similar reaction conditions as described in step-iii of example-1, (S)-1-(4-(4-(3-(1-phenethyl-1H-pyrazol-4-yl)-1-tosyl-1H-pyrrolo[2,3-b]pyridin-5-yl)phenyl)piperazin-1-yl)propan-2-ol (100 mg, 0.151 mmol) was hydrolyzed with lithium hydroxide (13 mg, 0.302 mmol) in THF/methanol/water (5./1/1 mL) to yield 30 mg (31.9% yield) desired product. 1H NMR (CD3OD, 400 MHz): δ 8.56-8.55 (d, 1H), 8.49-8.48 (d, 1H), 7.90 (s, 1H), 7.84 (s, 1H), 7.73 (s, 1H), 7.68-7.66 (d, 2H), 7.26-7.19 (m, 4H), 7.14-7.10 (m, 3H), 4.47-4.44 (t, 2H), 4.30-4.25 (m, 1H), 3.99-3.94 (m, 2H), 3.78-3.74 (m, 2H), 3.31-3.21 (m, 2H), 3.19-3.12 (m, 4H), 1.29-1.28 (d, 3H). MS: m/z=507.60 (M+1), HPLC: 91.80% in method A.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09353107B2 |
| Source dataset | uspto-grants-2016_05 |
| ORD ID | ord-473522641452496b8045ea87757629c6 |
| Source note | uspto-grants-2016_05 |