HuagongsheHuagongshe Chemistry Print Report · For research reference only
Lithium Hydroxide → 5-(3-(1-(3-fluorobenzyl)-3,5-dimethyl-1H-pyrazol-4-yl)-1H-pyrrolo[2,3-b]pyridin-5-yl)-2-methoxy-N-methylbenzenesulfonamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Lithium Hydroxide | HCID 3939 | — |
| Reactant | 5-(3-(1-(3-fluorobenzyl)-3,5-dimethyl-1H-pyrazol-4-yl)-1-tosyl-1H-pyrrolo[2,3-b]pyridin-5-yl)-2-methoxy-N-methylbenzenesulfonamide | HCID 118524037 | — |
| Solvent | Methanol tetrahydrofuran water | HCID 21892291 | — |
| Product | 5-(3-(1-(3-fluorobenzyl)-3,5-dimethyl-1H-pyrazol-4-yl)-1H-pyrrolo[2,3-b]pyridin-5-yl)-2-methoxy-N-methylbenzenesulfonamide | HCID 72944954 | 36.06% |
Reaction Steps
Using similar reaction conditions as described in step-iii of example-1, 5-(3-(1-(3-fluorobenzyl)-3,5-dimethyl-1H-pyrazol-4-yl)-1-tosyl-1H-pyrrolo[2,3-b]pyridin-5-yl)-2-methoxy-N-methylbenzenesulfonamide (80 mg, 0.118 mmol) was hydrolyzed by lithium hydroxide (143 mg, 0.593 mmol), THF/Methanol/water (1/1/0.5 mL) to afford 22 mg (36.06% yield) of the titled compound. 1H NMR (CD3OD, 400 MHz): δ 8.47-8.46 (d, 1H), 8.029-8.024 (d, 1H), 7.89-7.86 (m, 2H), 7.41 (s, 1H), 7.38-7.30 (m, 2H), 7.05-6.96 (m, 2H), 6.90-6.85 (m, 1H), 5.36 (s, 2H), 4.00 (s, 3H), 2.53 (s, 3H), 2.21 (s, 3H), 2.18 (s, 3H). MS: m/z=520.1 (M+1), HPLC Purity: 93.81% (Method B).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09353107B2 |
| Source dataset | uspto-grants-2016_05 |
| ORD ID | ord-771db35399b9435492572578e0dc6680 |
| Source note | uspto-grants-2016_05 |