HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 908423Generated: October 31, 2026
Sodium Hydroxide → HCID 67388662, compound
https://huagongshe.com/reaction/908423
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 2-Amino-6-methylpyridin-3-ol | HCID 88500 | — |
| Reactant | 2-Amino-5-bromonicotinic acid | HCID 737445 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 67388662 | HCID 67388662 | 35.6% |
Reaction Steps
A mixture of 2-amino-5-bromo-pyridine-3-carboxylic acid (1 g), 2-amino-6-methyl-pyridin-3-ol (1.4 g) and polyphosphoric acid (10 g) was stirred at 200° C. for 5 hours. The resulting mixture was cooled to room temperature, diluted with water (4 ml) and basified to pH 12 with aqueous NaOH 10N, then 2N. The reaction mixture was extracted with dichloromethane/acetonitrile, the organic phase was washed with water, a saturated aqueous solution of brine, dried over magnesium sulfate and concentrated to afford the crude product 5-bromo-3-(5-methyloxazolo[4,5-b]pyridin-2-yl)pyridin-2-amine (0.500 g) as a solid. NMR Spectrum: (DMSOd6) 2.60 (s, 3H), 7.35 (d, 1H), 7.85 (bs, 2H), 8.10 (d, 1H), 8.35 (d, 1H), 8.37 (d, 1H); Mass spectrum: M+H+ 304-306.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08017611B2 |
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| Source dataset | uspto-grants-2011_09 |
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| ORD ID | ord-a2be1f258f0648df84ae2333af33b771 |
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| Source note | uspto-grants-2011_09 |
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