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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

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium AzideHCID 33557—
ReactantMethyl 4,6-dibromo-3-methoxypyridine-2-carboxylateHCID 21696615—
SolventDimethylformamideHCID 6228—
ProductMethyl 4-azido-6-bromo-3-methoxypyridine-2-carboxylateHCID 2169659657.7%

Reaction Conditions

Temperature60 °C

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06297197B1
Source datasetuspto-grants-2001_10
ORD IDord-63cd3b626c584dd9855e043b59d2149d
Source noteuspto-grants-2001_10