HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Bromopropanedial → 5-Bromo-1-methyl-1H-pyrazolo(3,4-b)pyridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Bromopropanedial | HCID 74945 | — |
| Reactant | 2-Methyl-2H-pyrazol-3-ylamine | HCID 136927 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Product | 5-Bromo-1-methyl-1H-pyrazolo(3,4-b)pyridine | HCID 57415889 | 27.9% |
Reaction Steps
Dissolve 1-methyl-5-aminopyrazole (Butt Park LTD; 1.0 g, 10.3 mmol) and 2-bromomalonaldehyde (Aldrich; 1.55 g, 10.3 mmol) in glacial acetic acid (160 mL) and reflux under nitrogen for 48 h. Concentrate under reduced pressure and purify via chromatography (silica gel, 90% dichloromethane/10% diethyl ether) to obtain 610 mg (27%) of the title compound as an off-white solid. TOF MS ES+ exact mass calculated for C7H7N3Br (p+H): m/z=211.9823, Found: 211.9838.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07511056B2 |
| Source dataset | uspto-grants-2009_03 |
| ORD ID | ord-55273c1aa3e34e979796e4e2114b3cbe |
| Source note | uspto-grants-2009_03 |