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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1269059Generated: October 30, 2026

Diethyl Ether → HCID 18446618, compound

https://huagongshe.com/reaction/1269059

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
ReactantAmmonium ChlorideHCID 25517—
ReactantN-bromobutanimideHCID 67184—
ReactantHCID 18446629HCID 18446629—
SolventTetrahydrofuranHCID 8028—
ProductHCID 18446618HCID 1844661896%

Reaction Conditions

Temperature0 °C

Reaction Steps

7-Chloro-2-(2-furyl)-pyrazolo[1,5-a]pyridine (0.23 g, 1.05 mmol) was dissolved in tetrahydrofuran (5 mL) and cooled to 0° C. N-Bromosuccinimide (0.19 g, 1.05 mmol) was added. The reaction was stirred for 1 hour. The reaction solution was poured into equal volumes (10 mL) of saturated aqueous ammonium chloride and ether. The ether layer was collected and the solvent removed in vacuo to give the crude product The product was purified by silica gel chromatography (6:1 hexane:ethyl acetate) to give 0.3 g (96%) of 3-bromo-7-chloro-2-(2-furyl)pyrazolo[1,5-a]pyridine as a solid. 1H NMR (CDCl3) δ 7.63 (d, 1H), 7.51 (d, 1H), 7.29 (d, 1H), 7.21 (dd, 1H), 6.98 (d, 1H), 6.58 (dd, 1H); MS m/z 298 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07199120B2
Source datasetuspto-grants-2007_04
ORD IDord-a1d547be1f7c4f23ad469be6a9de4c61
Source noteuspto-grants-2007_04