HuagongsheHuagongshe Chemistry Print Report · For research reference only
Borane → HCID 68854758, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Borane | HCID 6331 | — |
| Reactant | 1-(4-fluorophenyl)-5-methyl-1H-1,2,4-triazole-3-carboxylic acid | HCID 3581337 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 68854758 | HCID 68854758 | 46% |
Reaction Steps
To a suspension of 1-(4-fluoro-phenyl)-5-methyl-1H-[1,2,4]triazole-3-carboxylic acid (may be prepared in analogy to DE3525205, 1986, 10.7 g, 48.4 mmol) in THF (50 mL) was added borane (1 M in THF, 121 mL, 121 mmol) and the resulting suspension was heated to reflux for 1 h. After concentration and extraction with aqueous sodium hydrogencarbonate and ethyl acetate the combined organic layers were washed with brine and dried over sodium sulfate. Concentration and purification by chromatography (SiO2, hexane:ethyl acetate=100:0 to 33:67) afforded the title compound (4.60 g, 46%) as a white solid. MS: m/e=208.4 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07544704B2 |
| Source dataset | uspto-grants-2009_06 |
| ORD ID | ord-5f14978bc9c2480ca73d98390b800a8d |
| Source note | uspto-grants-2009_06 |