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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 589406Generated: October 25, 2026

Azobisisobutyronitrile → tert-Butyl 3-(bromomethyl)-1H-pyrazolo[3,4-b]pyridine-1-carboxylate

https://huagongshe.com/reaction/589406

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAzobisisobutyronitrileHCID 6547—
ReactantN-bromobutanimideHCID 67184—
ReactantTert-butyl 3-methyl-1H-pyrazolo[3,4-B]pyridine-1-carboxylateHCID 57370583—
Solvent(Trifluoromethyl)benzeneHCID 7368—
Producttert-Butyl 3-(bromomethyl)-1H-pyrazolo[3,4-b]pyridine-1-carboxylateHCID 108288728.3%

Reaction Conditions

Temperature75 °C

Reaction Steps

tert-Butyl 3-methyl-1H-pyrazolo[3,4-b]pyridin-1-carboxylate (6.6 g, 28.3 mmol) was added into trifluoromethylbenzene (300 mL), and heated to 75° C. Then NBS (5.04 g, 28.3 mmol) was added, and after 15 minutes AIBN (465 mg, 2.8 mmol) was added, and heated to 80° C. and reacted for 1 hour. It was cooled slowly to room temperature and reacted for 12 hours. It was filtered to remove solid. The filtrate was rotate evaporated to dryness, and chromatographed on a column (PE:EA=25:1) to obtain a white solid 730 mg, at a yield of 8.3%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09233098B2
Source datasetuspto-grants-2016_01
ORD IDord-59f97e13af7b4750bab6089306b702db
Source noteuspto-grants-2016_01