HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 2-{2-[3-Fluoro-4-((R)-3-methylamino-pyrrolidin-1-yl)-phenyl]-1-oxo-1,2,3,4-tetrahydro-isoquinolin-6-yloxy}-N-methyl-acetamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 2-chloro-N-methylacetamide | HCID 66773 | — |
| Reactant | {(R)-1-[2-fluoro-4-(6-hydroxy-1-oxo-3,4-dihydro-1H-isoquinolin-2-yl)-phenyl]-pyrrolidin-3-yl}-methyl-carbamic acid tert-butyl ester | HCID 68991872 | — |
| Product | 2-{2-[3-Fluoro-4-((R)-3-methylamino-pyrrolidin-1-yl)-phenyl]-1-oxo-1,2,3,4-tetrahydro-isoquinolin-6-yloxy}-N-methyl-acetamide | HCID 57916748 | — |
Reaction Steps
According to Method K, {(R)-1-[2-fluoro-4-(6-hydroxy-1-oxo-3,4-dihydro-1H-isoquinolin-2-yl)-phenyl]-pyrrolidin-3-yl}-methyl-carbamic acid tert-butyl ester was alkylated with 2-chloro-N-methyl-acetamide and the product was treated with hydrogen chloride (5 N in 2-propanol), releasing the amine. In this way the product was obtained with molecular weight 426.50 (C23H27FN4O3); MS (ESI): 427 (M+H+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08822495B2 |
| Source dataset | uspto-grants-2014_09 |
| ORD ID | ord-980def12b5e24a16b05691648be0d956 |
| Source note | uspto-grants-2014_09 |