HuagongsheHuagongshe Chemistry Print Report · For research reference only
Lithium Hydroxide → HCID 90031360, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Lithium Hydroxide | HCID 3939 | — |
| Reactant | HCID 118523927 | HCID 118523927 | — |
| 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 90031360 | HCID 90031360 | 32.4% |
Reaction Steps
Using similar reaction conditions as described in step-iii of example-1, 1-(5-(3-(1-(3-fluorobenzyl)-1H-pyrazol-4-yl)-1-tosyl-1H-pyrrolo[2,3-b]pyridin-5-yl)pyridin-2-yl)piperidin-4-ol (160 mg, 0.25 mmol) was hydrolyzed with lithium hydroxide (33 mg, 0.77 mmol) in THF/methanol/water (3/3/1 mL) to yield 38 mg (25.4%) of desired product. 1H NMR (CD3OD, 300 MHz): δ 8.49-8.41 (m, 3H), 8.21 (s, 2H), 7.98 (s, 1H), 7.70 (s, 1H), 7.55-7.51 (s, 1H), 7.42-7.33 (m, 1H), 7.11-6.97 (m, 3H), 5.43 (s, 2H), 4.06-3.98 (m, 3H), 3.65-3.57 (m, 2H), 2.09-2.03 (m, 2H), 1.80-1.65 (m, 2H). MS: m/z=469.2 (M+1), HPLC: 93.72% in method A.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09353107B2 |
| Source dataset | uspto-grants-2016_05 |
| ORD ID | ord-0a4b36d4993a4505957f2f8995e01952 |
| Source note | uspto-grants-2016_05 |