HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → 1-{3-[(4-aminopyrrolo[2,1-f][1,2,4]triazin-5-yl)carbonyl]phenyl}-3-(3-cyclopropyl-1-methyl-1H-pyrazol-5-yl)urea
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | 1-{3-[(4-amino-7-bromopyrrolo[2,1-f][1,2,4]triazin-5-yl)carbonyl]phenyl}-3-(3-cyclopropyl-1-methyl-1H-pyrazol-5-yl)urea | HCID 16739761 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 1-{3-[(4-aminopyrrolo[2,1-f][1,2,4]triazin-5-yl)carbonyl]phenyl}-3-(3-cyclopropyl-1-methyl-1H-pyrazol-5-yl)urea | HCID 57629476 | — |
Reaction Steps
The above crude 99A was dissolved in EtOAc (20 mL) and MeOH (20 mL) and treated with 10% Pd/C. The reaction mixture was stirred under a hydrogen atmosphere for 4.5 hours and then filtered to remove the catalyst. The filtrate was concentrated and the resulting solid was collected by filtration, rinsed with EtOAc and dried to give the desired product (23 mg). Compound 99B had an analytical HPLC retention time=2.433 min. (Chromolith SpeedROD column 4.6×50 mm, 10%-90% aqueous methanol over 4 minutes containing 0.1% TFA, 4 ml/min, monitoring at 220 nm) and a LC/MS M++1=417+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07514435B2 |
| Source dataset | uspto-grants-2009_04 |
| ORD ID | ord-36660a6ed9bf474389d37f85a23ad5fc |
| Source note | uspto-grants-2009_04 |