HuagongsheHuagongshe Chemistry Print Report · For research reference only
N-(2-methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)cyclopropanesulfonamide → N-(5-(3-(1-(3-fluorobenzyl)-1H-pyrazol-4-yl)-1-tosyl-1H-pyrrolo[2,3-b]pyridin-5-yl)-2-methoxyphenyl)cyclo propanesulfonamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | N-(2-methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)cyclopropanesulfonamide | HCID 90034195 | — |
| Reactant | 5-bromo-3-(1-(3-fluorobenzyl)-1H-pyrazol-4-yl)-1-tosyl-1H-pyrrolo[2,3-b]pyridine | HCID 118200974 | — |
| Catalyst | HCID 178418476 | HCID 178418476 | — |
| Solvent | Ethanol toluene water | HCID 86587398 | — |
| Product | 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 | 62.82% |
Reaction Steps
Using similar reaction conditions as described in step-ii of example-1, 5-bromo-3-(1-(3-fluorobenzyl)-1H-pyrazol-4-yl)-1-tosyl-1H-pyrrolo[2,3-b]pyridine (Compound of step-i of −9) (150 mg, 2.85 mmol) was coupled with N-(2-methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)cyclopropanesulfonamide (intermediate 19) (131 mg, 0.371 mmol), Pd(PPh3)2Cl2 (10 mg, 0.0142 mmol), Toluene/ethanol/water (15/10/5 ml) to afford 120 mg (62.82% yield) of the titled compound. MS: m/z=672.2 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09353107B2 |
| Source dataset | uspto-grants-2016_05 |
| ORD ID | ord-25585e6e585b4632ba58ff3618eaabd5 |
| Source note | uspto-grants-2016_05 |