Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 4-(4-Methyl-1,4-diazepan-1-yl)aniline | HCID 13007951 | — |
| Reactant | (E)-6-bromo-4-(methoxymethylene)isoquinoline-1,3(2H,4H)-dione | HCID 68692760 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 178480432 | HCID 178480432 | 26% |
Reaction Steps
(4E)-6-bromo-4-(methoxymethylene)isoquinoline-1,3(2H,4H)-dione (0.15 g, 0.54 mmol) and [4-(4-methyl-1,4-diazepan-1-yl)phenyl]amine (0.11 g, 0.54 mmol) were stirred in N,N-dimethylformamide (3 mL) with triethylamine (0.3 mL). The reaction mixture is quenched by the addition of water. The solid material is then collected, washed with diethyl ether, water, and methanol. The crude material is dissolved in a minimum of 5% methanol in chloroform and then passed through a Florisil plug, eluting with 5% methanol in chloroform. The filtrate is concentrated under reduced pressure to give and then dried under vacuum to give (4Z)-6-bromo-4-({[4-(4-methyl-1,4-diazepan-1-yl)phenyl]amino}methylene)isoquinoline-1,3(2H,4H)-dione (64 mg, 26%) as a rust colored powder.
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-65a57583d12f452c937234a6c7a9eec3 |
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| Source note | uspto-grants-2010_05 |
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