HuagongsheHuagongshe Chemistry Print Report · For research reference only
(S)-1-Boc-3-methylpiperazine → n-Cyclopropyl-3-fluoro-5-[2-(3-hydroxy-2,2-dimethylpropyl)-4-{[(2s)-2-methylpiperazin-1-yl]methyl}-1-oxo-1,2-dihydroisoquinolin-6-yl]-4-methylbenzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (S)-1-Boc-3-methylpiperazine | HCID 7023035 | — |
| Reactant | 3-[2-(3-{[tert-Butyl(dimethyl)silyl]oxy}-2,2-dimethylpropyl)-4-(hydroxymethyl)-1-oxo-1,2-dihydroisoquinolin-6-yl]-N-cyclopropyl-5-fluoro-4-methylbenzamide | HCID 67391100 | — |
| Product | n-Cyclopropyl-3-fluoro-5-[2-(3-hydroxy-2,2-dimethylpropyl)-4-{[(2s)-2-methylpiperazin-1-yl]methyl}-1-oxo-1,2-dihydroisoquinolin-6-yl]-4-methylbenzamide | HCID 59285262 | 14.1% |
Reaction Steps
The title compound was synthesised by a similar method to Example 26 h using 3-[2-(3-{[tert-butyl(dimethyl)silyl]oxy}-2,2-dimethylpropyl)-4-(hydroxymethyl)-1-oxo-1,2-dihydroisoquinolin-6-yl]-N-cyclopropyl-5-fluoro-4-methylbenzamide (0.54 g), and tert-butyl (3S)-3-methylpiperazine-1-carboxylate (0.191 g). Purified by preparative HPLC (Waters Xbridge column using a 95-5% gradient of aqueous 0.2% ammonia in acetonitrile as eluent) to give the title compound (0.072 g) as a solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08012980B2 |
| Source dataset | uspto-grants-2011_09 |
| ORD ID | ord-79c54de54ce649dc9f12f5cce847f39a |
| Source note | uspto-grants-2011_09 |