Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 2,6-Dichloroquinoline-3-carboxylic acid | HCID 24266068 | — |
| Reactant | HCID 67358541 | HCID 67358541 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 67360181 | HCID 67360181 | 41.3% |
Reaction Steps
A mixture of trifluoroacetic acid salt of (S)-2-amino-3-[4-(quinolin-4-yloxy)-phenyl]-propionic acid (0.296 g, 0.7 mmol), 2,6-dichloroquinoline-3-carboxylic acid (0.16 g, 0.66 mmol) and K2CO3 (0.46 g, 3.3 mmol) in dry DMSO (1 mL) is stirred for 13 h in a closed Pierce reaction vial at 100° C. temperature. After cooling the reaction mixture is diluted with water (25 mL), acidified with 2N aqueous HCl till pH 3, and the precipitated solid is collected on filter. The crude product is washed with water and recrystallized from DMF/EtOH (0.5 mL/0.5 mL) mixture to give the title compound as a yellow solid (0.14 g, 41%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08288549B2 |
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| Source dataset | uspto-grants-2012_10 |
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| ORD ID | ord-274a86d005e449d2af39a08b391a7f52 |
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| Source note | uspto-grants-2012_10 |
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