HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 378789Generated: October 31, 2026
Water → Methyl 4-azido-6-bromo-3-methoxypyridine-2-carboxylate
https://huagongshe.com/reaction/378789
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium Azide | HCID 33557 | — |
| Reactant | Methyl 4,6-dibromo-3-methoxypyridine-2-carboxylate | HCID 21696615 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | Methyl 4-azido-6-bromo-3-methoxypyridine-2-carboxylate | HCID 21696596 | 57.7% |
Reaction Steps
Methyl 4,6-dibromo-3-methoxypyridine-2-carboxylate (0.980 g, 3.02 mmol) was dissolved in a minimum amount of DMF. Slowly sodium azide (0.216 g, 3.32 mmol) was added followed by H2O to form a homogeneous solution. The reaction mixture was heated to 60° C. and stirred for 2 days. Reaction mixture added to a flask filled with ice water and extracted with ethyl acetate (3×50 mL). Extracts were combined and back washed with H2O, dried (MgSO4) and concentrated to give 0.500 g of an orange oil. 1H NMR(CDCl3): δ 3.90 (s, 3H); 3.95 (s, 3H); 7.20 (s, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06297197B1 |
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| Source dataset | uspto-grants-2001_10 |
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| ORD ID | ord-63cd3b626c584dd9855e043b59d2149d |
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| Source note | uspto-grants-2001_10 |
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