HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methylamine → 5-(4-chloro-1-methyl-1H-pyrazol-5-yl)-2-[(1S)-1-(3-fluorobenzyl)-2-(methylamino)ethyl]isoindolin-1-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methylamine | HCID 6329 | — |
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Reactant | (2S)-2-[5-(4-chloro-1-methyl-1H-pyrazol-5-yl)-1-oxo-1,3-dihydro-2H-isoindol-2-yl]-3-(3-fluorophenyl)propanal | HCID 86681462 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 5-(4-chloro-1-methyl-1H-pyrazol-5-yl)-2-[(1S)-1-(3-fluorobenzyl)-2-(methylamino)ethyl]isoindolin-1-one | HCID 71555773 | — |
Reaction Steps
A mixture of (2S)-2-[5-(4-chloro-1-methyl-1H-pyrazol-5-yl)-1-oxo-1,3-dihydro-2H-isoindol-2-yl]-3-(3-fluorophenyl)propanal (40.0 mg, 0.100 mmol), methylamine (20.3 μL, 0.151 mmol) and sodium triacetoxyborohydride (42.6 mg, 0.201 mmol) in tetrahydrofuran (1 mL) was stirred at room temperature overnight. Direct purification on prep.—HPLC (pH=10) gave the desired product as white solid. LC-MS found: 413.1 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08895571B2 |
| Source dataset | uspto-grants-2014_11 |
| ORD ID | ord-33703fb53c274c5599ce5f53b6de6f0c |
| Source note | uspto-grants-2014_11 |