HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → N-Cyclopropyl-3-(2-(cyclopropylmethyl)-4-((4-methyl-1,4-diazepan-1-yl)methyl)-1-oxo-1,2-dihydroisoquinolin-6-yl)-5-fluoro-4-methylbenzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | 1-Methylhomopiperazine | HCID 228349 | — |
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Reactant | N-Cyclopropyl-3-(2-(cyclopropylmethyl)-4-formyl-1-oxo-1,2-dihydroisoquinolin-6-yl)-5-fluoro-4-methylbenzamide | HCID 57551841 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | N-Cyclopropyl-3-(2-(cyclopropylmethyl)-4-((4-methyl-1,4-diazepan-1-yl)methyl)-1-oxo-1,2-dihydroisoquinolin-6-yl)-5-fluoro-4-methylbenzamide | HCID 57551796 | — |
Reaction Steps
A suspension of the product of step i) (0.45 g) in dichloromethane (50 mL) was treated with 1-methyl-1,4-diazepane (0.61 g) and sodium triacetoxyborohydride (0.68 g) and then stirred at room temperature overnight. Methanol (5 mL) was added and the solution purified directly by SiO2 chromatography (eluting with 0 to 20% methanol in dichloromethane) followed by HPLC to give the title compound as a solid (150 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08012979B2 |
| Source dataset | uspto-grants-2011_09 |
| ORD ID | ord-00a4f730627c4c51b9ead44177e15db8 |
| Source note | uspto-grants-2011_09 |