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
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Azobisisobutyronitrile | HCID 6547 | — |
| Reactant | N-bromobutanimide | HCID 67184 | — |
| Reactant | Tert-butyl 3-methyl-1H-pyrazolo[3,4-B]pyridine-1-carboxylate | HCID 57370583 | — |
| Solvent | (Trifluoromethyl)benzene | HCID 7368 | — |
| Product | tert-Butyl 3-(bromomethyl)-1H-pyrazolo[3,4-b]pyridine-1-carboxylate | HCID 10828872 | 8.3% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09233098B2 |
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| Source dataset | uspto-grants-2016_01 |
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| ORD ID | ord-59f97e13af7b4750bab6089306b702db |
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| Source note | uspto-grants-2016_01 |
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