Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | HCID 58079837 | HCID 58079837 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 58079827 | HCID 58079827 | — |
Reaction Steps
To a solution of tert-butyl 3-(4-(5-(3,5-dichlorophenyl)-5-(trifluoromethyl)-4,5-dihydroisoxazol-3-yl)phenyl)-3-fluoroazetidine-1-carboxylate (Preparation 14) in methanol (10 mL) was added a methanolic solution of HCl (10 mL of 1.25 M). Reaction mixture warmed to 65° C. for 1.5 hours. Reaction concentrated via rotavap to yield a viscuous oil. CH2Cl2 was added and a precipitate formed. Volatiles removed under reduced pressure to yield 573 mg of the title compound as a white solid. 1H NMR (DMSO-d6) δ 9.8-9.6 (br s, 2H) 7.9-7.8 (m, 3H), 7.75 (d, 2H), 7.63 (d, 2H), 4.64-4.29 (m, 6H)). LC/MS retention time=3.039 minutes, MS calculated for (C19H14Cl2F4N2O), 432.04; found 433.0 M+H.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08415310B2 |
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| Source dataset | uspto-grants-2013_04 |
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| ORD ID | ord-3c0e3efd41594eeca528ac2353348f38 |
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| Source note | uspto-grants-2013_04 |
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