HuagongsheHuagongshe Chemistry Print Report · For research reference only
Lithium Hydroxide → HCID 72944748, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Lithium Hydroxide | HCID 3939 | — |
| Reactant | N-(3-(3-(1-(4-methoxybenzyl)-1H-pyrazol-4-yl)-1-tosyl-1H-pyrrolo[2,3-b]pyridin-5-yl)phenyl)methanesulfonamide | HCID 118523966 | — |
| Solvent | Methanol tetrahydrofuran water | HCID 21892291 | — |
| Product | HCID 72944748 | HCID 72944748 | 9.57% |
Reaction Steps
Using similar reaction conditions as described in step-iii of example-1, N-(3-(3-(1-(4-methoxybenzyl)-1H-pyrazol-4-yl)-1-tosyl-1H-pyrrolo[2,3-b]pyridin-5-yl)phenyl)methane sulfon amide (250 mg, 0.39 mmol) was hydrolyzed with lithium hydroxide (66 mg, 1.6 mmol) in THF/water/methanol (4/3/1 ml) mixture to afford 15 mg (9.57% yield) of the pure product after purification by prep TLC using 2% methanol in DCM as eluent. 1H NMR (DMSO-d6, 300 MHz): δ 11.79 (s, 1H), 9.83 (s, 1H), 8.469 (s, 1H), 8.33-8.31 (d, 2H), 7.91 (s, 1H), 7.75 (s, 1H), 7.52-7.43 (m, 3H), 7.27-7.22 (t, 3H), 6.91-6.89 (d, 2H), 5.28 (s, 2H), 3.72 (s, 3H), 3.05 (s, 3H). MS: m/z=474.2 (M+1), HPLC: 94.18% in Method-C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09353107B2 |
| Source dataset | uspto-grants-2016_05 |
| ORD ID | ord-99918f27392a48598220737cd972eefb |
| Source note | uspto-grants-2016_05 |