HuagongsheHuagongshe Chemistry Print Report · For research reference only
Lithium Hydroxide → HCID 90031043, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Lithium Hydroxide | HCID 3939 | — |
| Reactant | HCID 118523956 | HCID 118523956 | — |
| 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 90031043 | HCID 90031043 | 25.8% |
Reaction Steps
Using similar reaction conditions as described in step-iii of example-1, (S)-1-(4-(5-(3-(1-(3-fluorobenzyl)-1H-pyrazol-4-yl)-1-tosyl-1H-pyrrolo[2,3-b]pyridin-5-yl)pyridin-2-yl)piperidin-1-yl)propan-2-ol (86 mg, 0.129 mmol) was hydrolyzed by lithium hydroxide (54 mg, 1.293 mmol) in THF/methanol/water (15/7/4 ml) to yield 17 mg (25.7% yield) of the titled compound. 1H NMR (CD3OD, 300 MHz): δ 9.01-9.00 (d, 1H), 8.56-8.55 (m, 2H), 8.45-8.42 (dd, 1H), 8.23 (s, 1H), 7.72 (s, 1H), 7.69-7.66 (d, 1H), 7.39-7.32 (m, 1H), 7.11-6.98 (m, 3H), 5.43 (s, 2H), 4.30-4.20 (m, 1H), 3.87-3.77 (t, 2H), 3.30-3.05 (m, 4H), 2.40-2.10 (m, 4H), 1.27-1.24 (d, 3H). MS: m/z=511.3 (M+1), HPLC: 96.17% in method A.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09353107B2 |
| Source dataset | uspto-grants-2016_05 |
| ORD ID | ord-93e9bd05159e4b149391daa5c89d894e |
| Source note | uspto-grants-2016_05 |