Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium Acetate | HCID 517045 | — |
| Reactant | HCID 68993440 | HCID 68993440 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | HCID 24958100 | HCID 24958100 | — |
Reaction Steps
4-Chloro-N-((6,7-dimethoxyquinolin-4-yl)methyl)-2-vinylbenzamide (0.084 g, 0.22 mmol), sodium acetate (0.036 g, 0.44 mmol), and palladium acetate (0.002 g, 0.011 mmol) were combined in DMSO (5 ml). The reaction mixture was stirred under an oxygen balloon at 100° C. overnight. The mixture was poured into water and extracted with ethyl acetate three times. The combined organic layers were washed with water and brine, dried over sodium sulfate, filtered and concentrated. The crude material was purified by prep-TLC plate with ethyl acetate to give 6-chloro-2-((6,7-dimethoxyquinolin-4-yl)methyl)isoquinolin-1(2H)-one. MS (ESI, pos. ion) m/z: 381 (M+1). 1H NMR (CDCl3): 4.03 (6H, s), 4.80 (1H, d), 5.95 (1H, d), 5.40 (2H, s), 7.05 (1H, d), 7.40 (1H, s), 7.56 (2H, m), 7.70 (1H, s), 7.87 (1H, d), 8.64 (1H, d).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08338455B2 |
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| Source dataset | uspto-grants-2012_12 |
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| ORD ID | ord-673520d7b3c8453eb196d39b6553d597 |
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| Source note | uspto-grants-2012_12 |
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