HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonia → HCID 25020454, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Sodium cyanoborohydride | HCID 5003444 | — |
| Reactant | (S)-1-Boc-3-methylpiperazine | HCID 7023035 | — |
| Reactant | N-Cyclopropyl-3-(2-(cyclopropylmethyl)-4-formyl-1-oxo-1,2-dihydroisoquinolin-6-yl)-5-fluoro-4-methylbenzamide | HCID 57551841 | — |
| Catalyst | Titanium isopropoxide | HCID 11026 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 25020454 | HCID 25020454 | — |
Reaction Steps
The product of Example 75 step i) (200 mg), (S)-3-methyl-piperazine-1-carboxylic acid, tert-butyl ester (287 mg) and titanium(IV) isopropoxide (3 mL) were stirred at room temperature for 15 hours. Methanol (10 mL) was then added followed by sodium cyanoborohydride (90 mg) and the mixture stirred for 15 hours. Methanol (10 mL) was then added followed by 4M HCl in 1,4-dioxane (10 mL) and the mixture stirred overnight at room temperature. The mixture was then poured into aqueous dilute ammonia and ethyl acetate added. The organics were decanted and evaporated to dryness. The residue was purified by HPLC to give the title compound as a solid (40 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08012979B2 |
| Source dataset | uspto-grants-2011_09 |
| ORD ID | ord-9f6591df94bc4f91ad9b09f4036af1a1 |
| Source note | uspto-grants-2011_09 |