HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → HCID 86602519, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Triethyl phosphonoacetate | HCID 13345 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 1-methyl-5-(3-pyridinyl)-1H-pyrazole-4-carbaldehyde | HCID 83817670 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 86602519 | HCID 86602519 | 75% |
Reaction Steps
A mixture of 1-methyl-5-(3-pyridinyl)-1H-pyrazole-4-carbaldehyde (750 mg), sodium hydride (60% in oil, 176 mg), ethyl diethylphosphonoacetate (1.08 g) and N,N-dimethylformamide (8 ml) was stirred at room temperature for 1 hr. The reaction mixture was poured into water, and the mixture was extracted with ethyl acetate. The organic layer was washed with water, dried over anhydrous magnesium sulfate, and concentrated. Recrystallization of the residue from ethyl acetate-hexane gave ethyl (2E)-3-[1-methyl-5-(3-pyridinyl)-1H-pyrazol-4-yl]acrylate (770 mg, 75%) as pale-yellow prism crystals. melting point: 159-160° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07423159B2 |
| Source dataset | uspto-grants-2008_09 |
| ORD ID | ord-5f56c9601e4c46b8ba8c5ea72057fca1 |
| Source note | uspto-grants-2008_09 |