Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Pentanoic Acid | HCID 7991 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 5-Bromo-6-methyl-2,3-pyridinediamine | HCID 101022 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 22100349 | HCID 22100349 | 82% |
Reaction Steps
9.0 g (44.6 mmole) of the compound obtained in step 3 and 5.5 g (58 mmole) of valeric acid were mixed with 30 ml of polyphosphoric acid and stirred for 3 hours at 110° C. The reaction solution was dissolved in a mixture of 50 ml of cold water and 50 ml of THF and the resulting solution was neutralized to Ph 8 with cold 40% aqueous NaOH solution with stirring vigorously and extracted with ethyl acetate (50 ml×3). Thereafter, the organic layer was dried over Na2SO4, concentrated under reduced pressure and recrystallized from hexane-methylene chloride to obtain 9.8 g of the title compound (yield 82%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05691348 |
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| Source dataset | uspto-grants-1997_11 |
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| ORD ID | ord-c555855ed70e4b9f864052208c885950 |
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| Source note | uspto-grants-1997_11 |
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