HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → HCID 58382048, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Cyclopropylamine | HCID 69828 | — |
| Reactant | Cyano-borohydride | HCID 498716 | — |
| Reactant | HCID 58382331 | HCID 58382331 | — |
| Solvent | 1,2-Dichloroethane | HCID 11 | — |
| Product | HCID 58382048 | HCID 58382048 | 61% |
Reaction Steps
3-(4-Methoxyphenyl)-6-tosyl-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazine-1-carbaldehyde (0.075 g, 0.17 mmol), AcOH (0.048 mL, 0.84 mmol), and cyclopropanamine (0.026 mL, 0.37 mmol) were added in DCE (1.68 mL). The mixture was stirred at rt for 30 min. MP-Cyanoborohydride (0.23 g, 0.50 mmol, 2.15 mmol/g, Biotage™) was added in one portion. The mixture was stirred at 25° C. for 72 h. The mixture was purified directly by flash chromatography (40 g silica gel column, MeOH/DCM 0% to 10%) to give N-((3-(4-methoxyphenyl)-6-tosyl-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazin-1-yl)methyl)cyclopropanamine (0.050 g, 61%): LC/MS (Table 2, Method c) Rt=1.49 min; MS m/z: 488 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08785639B2 |
| Source dataset | uspto-grants-2014_07 |
| ORD ID | ord-1be00e25f4f749179e21413477a15ca3 |
| Source note | uspto-grants-2014_07 |