HuagongsheHuagongshe Chemistry Print Report · For research reference only
Isobutyryl chloride → N-[2-hydroxy-4-[[[(Z)-(6-iodo-1,3-dioxoisoquinolin-4-ylidene)methyl]amino]methyl]phenyl]-2-methylpropanamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Isobutyryl chloride | HCID 62325 | — |
| Reactant | HCID 178460972 | HCID 178460972 | — |
| Reactant | N-[2-hydroxy-4-[[[(Z)-(6-iodo-1,3-dioxoisoquinolin-4-ylidene)methyl]amino]methyl]phenyl]benzamide | HCID 178518369 | — |
| Product | N-[2-hydroxy-4-[[[(Z)-(6-iodo-1,3-dioxoisoquinolin-4-ylidene)methyl]amino]methyl]phenyl]-2-methylpropanamide | HCID 178454464 | — |
Reaction Steps
Following the acetylation and desilylation procedure employed for the preparation of N-[2-hydroxy-4-({[(Z)-(6-iodo-1,3-dioxo-2,3-dihydroisoquinolin-4(1H)-ylidene)methyl]amino}methyl)phenyl]benzamide, (4Z)-4-[({4-amino-3-[(triisopropylsilyl)oxy]benzyl}amino)methylene]-6-iodoisoquinoline-1,3(2H,4H)-dione (65 mg, 0.11 mmol) is reacted with isobutyryl chloride (38 μL, 0.33 mmol). Following desilylation and precipitation, N-[2-hydroxy-4-({[(Z)-(6-iodo-1,3-dioxo-2,3-dihydroisoquinolin-4(1H)-ylidene)methyl]amino}methyl)phenyl]-2-methylpropanamide is obtained (31 mg, 56%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07713994B2 |
| Source dataset | uspto-grants-2010_05 |
| ORD ID | ord-80b3485bf7c44221aed07289d5006438 |
| Source note | uspto-grants-2010_05 |