Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hexane | HCID 8058 | — |
| Reactant | 4-(Pyrrolidin-1-ylmethyl)aniline | HCID 776852 | — |
| Reactant | (E)-6-bromo-4-(methoxymethylene)isoquinoline-1,3(2H,4H)-dione | HCID 68692760 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 178518258 | HCID 178518258 | 106.2% |
Reaction Steps
To a solution of (4E)-6-bromo-4-(methoxymethylene)isoquinoline-1,3(2H,4H)-dione, (0.15 g, 0.53 mmol) in N,N′-dimethylformamide is added 4-(pyrrolidinyl-methyl)aniline (0.10 mL, 0.58 mmol). The reaction mixture is heated at 120° C. under N2. Reaction is monitored by mass spectroscopy. After reaction is completed after 1.5 h. After evaporating the solvent, warm ethyl acetate is added to the residue to generate reddish orange residue. It is filtered through a pad of celite to give a yellow solution, which upon addition of hexane generated 0.24 g (62.8% yield) of orange solid: mp 165-166° C., Analysis for C21H20BrN3O2, Calcd: C, 59.17; H, 4.73; N, 9.86. Found: C, 58.77; H, 4.42; N, 9.81.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07713994B2 |
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| Source dataset | uspto-grants-2010_05 |
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| ORD ID | ord-3945ad72fcfb436ab247f6858ade963c |
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| Source note | uspto-grants-2010_05 |
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