Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 5-Chloro-2-fluorobenzaldehyde | HCID 2773586 | — |
| Reactant | HCID 178433329 | HCID 178433329 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 58542077 | HCID 58542077 | — |
Reaction Steps
In a 25 ml RBF, a mixture of 5-chloro-2-fluorobenzaldehyde (505 mg, 3.09 mmol), 3-methyl-1H-1,2,4-triazole (270 mg, 3.09 mmol), Cs2CO3 (1007 mg, 3.09 mmol) in DMSO (6179 μl) was heated at 45° C. for 4 hrs and stirred at rt overnight. The reaction mixture was diluted with EtOAc and washed with water. The combined organic phase was washed with brine, dried over MgSO4, filtered, concentrated and purified by flash chromatography to yield 74A as white solid product (140 mg, 20%). 1H NMR (400 MHz, DMSO-d6) δ ppm: 9.95 (s, 1H), 9.02 (s, 1H), 7.96-7.88 (m, 2H), 7.80 (d, J=8.4 Hz, 1H), 2.37 (s, 3H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09409908B2 |
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| Source dataset | uspto-grants-2016_08 |
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| ORD ID | ord-6c34c36c24bd4ad5ace972c4873c723d |
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| Source note | uspto-grants-2016_08 |
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