Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Benzoyl chloride | HCID 7412 | — |
| Reactant | HCID 68651368 | HCID 68651368 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 68651120 | HCID 68651120 | 85% |
Reaction Steps
3-Amino-N-methyl-6-(3-{[(phenylcarbonyl)amino]methyl}phenyl)pyrazine-2-carboxamide 3-Amino-6-(3-aminomethyl-phenyl)-pyrazine-2-carboxylic acid methylamide (10.0 mg, 0.04 mmol) was dissolved in acetonitrile (2 mL) followed by the addition of TEA (11.2 μl, 0.08 mmol) and benzoyl chloride (3.50 μl, 0.04 mmol). It was stirred at room temperature overnight. The reaction mixture was poured into water (10 mL), and extracted with ethyl acetate (2×10 mL) then dried over anhydrous sodium sulfate and filteration, concentration and purified by column chromatography (50% Ethylacetae/hexanes) to give 3-amino-6-[3-(benzoylamino-methyl)-phenyl]-pyrazine-2-carboxylic acid methylamide, 8.70 mg (85.0% yield): 1H NMR (400 MHz, CDCl3): δ 8.60 (s, 1H), 8.00 (br, 1H), 7.80 (m, 4H), 7.52 (m, 4H), 7.20 (s, 1H), 6.50 (br, 1H), 4.80 (m, 2H), 3.00 (d, 3H); MS (EI) for C20H19N5O2: 362.41 (MH+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07704995B2 |
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| Source dataset | uspto-grants-2010_04 |
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| ORD ID | ord-82598c221e1747878f6c56a04806dea5 |
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| Source note | uspto-grants-2010_04 |
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