Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Methyl bromoacetate | HCID 60984 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | HCID 71293513 | HCID 71293513 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 71542728 | HCID 71542728 | — |
Reaction Steps
To a stirred solution of N-(3-aminopropyl)-5-{4-[4-({[(2-fluoro-5-methylphenyl)amino]carbonyl}amino)phenoxy]pyridin-2-yl}-1H-pyrrole-3-carboxamide (260 mg, 0.52 mmol) and N,N-diisopropylethylamine (134 mg, 1.04 mmol) in 10 ml of anhydrous DMF was added methyl bromoacetate (80 mg, 0.52 mmol). The mixture was stirred at room temperature for 40 minutes and poured into 100 ml of water with vigorous stirring. The precipitates were filtered and dried in vacuo to give the crude, which was purified by silica gel chromatography eluting with a gradient of 3˜10% MeOH/CHCl3 to afford methyl [(3-{[(5-{4-[4-({[(2-fluoro-5-methylphenyl)amino]carbonyl}amino)phenoxy]pyridin-2-yl}-1H-pyrrol-3-yl)carbonyl]amino}propyl)amino]acetate as white solid. Yield: 100 mg, 34%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08906944B2 |
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| Source dataset | uspto-grants-2014_12 |
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| ORD ID | ord-718e901b341d419ea62f5592d5ad4f36 |
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| Source note | uspto-grants-2014_12 |
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