HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 6-[4-(amino-phenyl-methyl)-cyclohexyloxy]-7-chloro-2H-isoquinolin-1-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 7-Chloro-6-fluoro-1-methoxyisoquinoline | HCID 58380828 | — |
| Reactant | 4-(Amino-phenyl-methyl)-cyclohexanol | HCID 58380949 | — |
| Product | 6-[4-(amino-phenyl-methyl)-cyclohexyloxy]-7-chloro-2H-isoquinolin-1-one | HCID 58380966 | 11.4% |
Reaction Steps
Example 40 was synthesized using the reaction sequence as described for the synthesis of Example 1. 240 mg of 4-(amino-phenyl-methyl)-cyclohexanol (123) and 272 mg of 7-chloro-6-fluoro-1-methoxy-isoquinoline (10) were used to give 51 mg of Example 40 as its hydrochloride. Rt=1.34 min (Method 10). Detected mass: 383.1 (M+H+). 28 mg of the other isomer of 4-(amino-phenyl-methyl)-cyclohexanol (Example 128) were also isolated as its hydrochloride. Rt=1.31 min (Method 10). Detected mass: 383.1 (M+H+). Separation of the two isomers was accomplished by silica gel chromatography after coupling of aminoalcohol 123 and 10. Relative stereochemistry was not assigned.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08541449B2 |
| Source dataset | uspto-grants-2013_09 |
| ORD ID | ord-1aad2294bdd04d08a3b8f6d51465b330 |
| Source note | uspto-grants-2013_09 |