HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ytterbium triflate → Methyl 6-chloro-4-(3-chlorophenyl)-2-cyclopropylquinoline-3-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ytterbium triflate | HCID 2733225 | — |
| Reactant | (2-Amino-5-chlorophenyl)(3-chlorophenyl)methanone | HCID 5231029 | — |
| Reactant | 3-Cyclopropyl-3-Oxopropionic Acid Methyl Ester | HCID 10130016 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | Methyl 6-chloro-4-(3-chlorophenyl)-2-cyclopropylquinoline-3-carboxylate | HCID 86682924 | 43% |
Reaction Steps
To a mixture of (2-amino-5-chlorophenyl)(3-chlorophenyl) methanone (81 mg, 0.31 mmol, 1 eq) and methyl 3-cyclopropyl-3-oxopropanoate (56.2 mg, 0.40 mmol, 1.3 eq) in ethanol (3 ml) was added ytterbium triflate (19 mg, 0.03 mmol, 0.1 eq) and the yellow solution was stirred overnight at room temperature. The resultant precipitate was filtered and washed with a small amount of ethanol to give the desired product (49 mg, 43%) as a white solid which did not require any further purification. MS (ESI): 372.1 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09199938B2 |
| Source dataset | uspto-grants-2015_12 |
| ORD ID | ord-83dd73c5ebe94ae48768693d2a42eee5 |
| Source note | uspto-grants-2015_12 |