HuagongsheHuagongshe Chemistry Print Report · For research reference only
8-Chloro-1-methyl-6-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-YL)-3,4-dihydro-1H-quinolin-2-one → (rac)-N-[4-(8-Chloro-1-methyl-2-oxo-1,2,3,4-tetrahydro-quinolin-6-yl)-5,6,7,8-tetrahydro-isoquinolin-8-yl]-propionamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 8-Chloro-1-methyl-6-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-YL)-3,4-dihydro-1H-quinolin-2-one | HCID 72208046 | — |
| Reactant | N-(4-Bromo-5,6,7,8-tetrahydroisoquinolin-8-yl)propionamide | HCID 86685953 | — |
| Product | (rac)-N-[4-(8-Chloro-1-methyl-2-oxo-1,2,3,4-tetrahydro-quinolin-6-yl)-5,6,7,8-tetrahydro-isoquinolin-8-yl]-propionamide | HCID 71537051 | 63% |
Reaction Steps
In analogy to the procedure described for the preparation of example 28, 8-chloro-1-methyl-6-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-3,4-dihydro-1H-quinolin-2-one (intermediate A-8) and (rac)-N-(4-bromo-5,6,7,8-tetrahydro-isoquinolin-8-yl)-propionamide (intermediate B-1) were used to give the title compound as a white solid in 63% yield. MS: 398.3 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09353081B2 |
| Source dataset | uspto-grants-2016_05 |
| ORD ID | ord-9d2b3171eecd475bbbce2fe3cc7b65f5 |
| Source note | uspto-grants-2016_05 |