Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | (S)-(+)-3-Bromo-2-methyl-1-propanol | HCID 10986449 | — |
| Reactant | 2-[3-(3-chlorophenyl)-7-hydroxy-1-oxo-1H-isoquinolin-2-yl]-N-isopropylacetamide | HCID 59684241 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 59684251 | HCID 59684251 | 92.1% |
Reaction Steps
A suspension of 2-[3-(3-chlorophenyl)-7-hydroxy-1-oxo-1H-isoquinolin-2-yl]-N-isopropylacetamide (INTERMEDIATE III.7) (347 mg, 0.936 mmol), K2CO3 (674 mg, 4.68 mmol) and (S)-(+)-3-bromo-2-methyl-1-propanol (0.48 mL, 4.7 mmol) in dry acetonitrile (5 mL) was stirred for 18 h at 80° C. The resultant mixture was poured into H2O (20 mL), cooled to 0° C. and filtered. The precipitate was washed with cold H2O and dried in vacuo to furnish 2-[3-(3-chlorophenyl)-7-((S)-3-hydroxy-2-methylpropoxy)-1-oxo-1H-isoquinolin-2-yl]-N-isopropylacetamide (382 mg, 0.862 mmol, 92%) as white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07906504B2 |
|---|
| Source dataset | uspto-grants-2011_03 |
|---|
| ORD ID | ord-2ad6f2eb1d774b5fa6051c8821b77f98 |
|---|
| Source note | uspto-grants-2011_03 |
|---|