Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | (E)-6-iodo-4-(methoxymethylene)isoquinoline-1,3(2H,4H)-dione | HCID 68691018 | — |
| Reactant | HCID 68696215 | HCID 68696215 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 178480735 | HCID 178480735 | 49.3% |
Reaction Steps
(4E)-6-Iodo-4-(methoxymethylene)isoquinoline-1,3(2H,4H)-dione (0.26 g, 0.80 mmol), 2-fluoro-6-(4-methyl-piperazin-1-yl)-pyridin-3-ylamine (contaminated with triethylammonium trifluoroacetate, approximately 0.80 mmol) were coupled in N,N-dimethylformamide (10 mL) with triethylamine (0.66 mL). The mixture is heated in a 100° C. oil bath for one hour. The reaction mixture is purified by reverse phase HPLC and then flash silica gel chromatography (methanol/chloroform) to give (4Z)-4-({[2-fluoro-6-(4-methylpiperazin-1-yl)pyridin-3-yl]amino}methylene)-6-iodoisoquinoline-1,3(2H,4H)-dione (0.20 g, 49%).
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-785ed718493b4794b1b49c5343340c74 |
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| Source note | uspto-grants-2010_05 |
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