HuagongsheHuagongshe Chemistry Print Report · For research reference only
Lithium Hydroxide → tert-butyl 4-(4-(3-(1-(2,5-difluorobenzyl)-3,5-dimethyl-1H-pyrazol-4-yl)-1H-pyrrolo[2,3-b]pyridin-5-yl)phenyl)piperazine-1-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Lithium Hydroxide | HCID 3939 | — |
| Reactant | tert-butyl 4-(4-(3-(1-(2,5-difluorobenzyl)-3,5-dimethyl-1H-pyrazol-4-yl)-1-tosyl-1H-pyrrolo[2,3-b]pyridin-5-yl)phenyl)piperazine-1-carboxylate | HCID 90033968 | — |
| Solvent | Methanol tetrahydrofuran water | HCID 21892291 | — |
| Product | tert-butyl 4-(4-(3-(1-(2,5-difluorobenzyl)-3,5-dimethyl-1H-pyrazol-4-yl)-1H-pyrrolo[2,3-b]pyridin-5-yl)phenyl)piperazine-1-carboxylate | HCID 118523924 | 25.2% |
Reaction Steps
Using similar reaction conditions as described in step-iii of example-1, tert-butyl 4-(4-(3-(1-(2,5-difluorobenzyl)-3,5-dimethyl-1H-pyrazol-4-yl)-1-tosyl-1H-pyrrolo[2,3-b]pyridin-5-yl)phenyl)piperazine-1-carboxylate (230 mg, 0.305 mmol) was hydrolyzed by lithium hydroxide (129 mg, 3.05 mmol), THF/Methanol/water (12/4/4 ml) to afford 46 mg (25.2% yield) of the titled compound. MS: m/z=599.3 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09353107B2 |
| Source dataset | uspto-grants-2016_05 |
| ORD ID | ord-90a8d94894a44d0cbed8aec0111add78 |
| Source note | uspto-grants-2016_05 |