HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyrazole → HCID 72343819, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyrazole | HCID 1048 | — |
| Reactant | 4-Hydrazinylpyridine hydrochloride | HCID 22320258 | — |
| Reactant | HCID 59632105 | HCID 59632105 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 72343819 | HCID 72343819 | — |
Reaction Steps
4-Hydrazinopyridine hydrochloride (366 mg, 2.51 mmol) and methyl 4-(5-bromothiophen-2-yl)-2,4-dioxobutanoate (724 mg, 2.5 mmol) were suspended in MeOH (12 mL) and heated to reflux to afford a yellow solution. After refluxing for 24 hours the reaction was allowed to cool to ambient temperature and was concentrated under reduced pressure to afford an orange oil. LC/MS analysis showed it to be a mixture of two isomers of the hydrazone with a small amount of cyclized pyrazole present. This material was carried on the dehydrative cyclization to prepare the cyclized pyrazole. MS(ES): 384 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08703805B2 |
| Source dataset | uspto-grants-2014_04 |
| ORD ID | ord-3b7ca7392c3641b98157c2f79142f69f |
| Source note | uspto-grants-2014_04 |