HuagongsheHuagongshe Chemistry Print Report · For research reference only
Lithium Hydroxide → N-(5-(3-(1-(3-fluorobenzyl)-1H-pyrazol-4-yl)-1H-pyrrolo[2,3-b]pyridin-5-yl)-2-methoxy phenyl)cyclopropanesulfonamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Lithium Hydroxide | HCID 3939 | — |
| Reactant | N-(5-(3-(1-(3-fluorobenzyl)-1H-pyrazol-4-yl)-1-tosyl-1H-pyrrolo[2,3-b]pyridin-5-yl)-2-methoxyphenyl)cyclo propanesulfonamide | HCID 90031081 | — |
| Solvent | Methanol tetrahydrofuran water | HCID 21892291 | — |
| Product | N-(5-(3-(1-(3-fluorobenzyl)-1H-pyrazol-4-yl)-1H-pyrrolo[2,3-b]pyridin-5-yl)-2-methoxy phenyl)cyclopropanesulfonamide | HCID 72944952 | 8.19% |
Reaction Steps
Using similar reaction conditions as described in step-iii of example-1, N-(5-(3-(1-(3-fluorobenzyl)-1H-pyrazol-4-yl)-1-tosyl-1H-pyrrolo[2,3-b]pyridin-5-yl)-2-methoxyphenyl)cyclo propanesulfonamide (80 mg, 0.119 mmol) was hydrolyzed by lithium hydroxide (0.0109 g, 0.238 mmol), THF/Methanol/water (12/8/4 mL) to afford 5 mg (8.19% yield) of the titled compound. 1H NMR (DMSO-d6, 300 MHz): δ 11.8 (s, 1H), 9.04 (s, 1H), 8.44-8.42 (d, 2H), 8.29 (s, 1H), 7.96 (s, 1H), 7.77 (s, 1H), 7.61-7.58 (m, 2H0, 7.20-7.10 (m, 4H), 5.41 (s, 2H), 3.88 (s, 3H), 0.92-0.88 (m, 4H). MS: m/z=517.8 (M+1), HPLC: 84.12% Method B.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09353107B2 |
| Source dataset | uspto-grants-2016_05 |
| ORD ID | ord-e81d881e5e3e4b03911c5e9ea084b8bb |
| Source note | uspto-grants-2016_05 |