Hydrochloric Acid → 4-(4-{[(4-tert-Butylphenyl)sulfonyl]methyl}-5-methyl-1,3-oxazol-2-yl)benzoic Acid
Reaktionsgleichung
[C:1]([C:5]1[CH:10]=[CH:9][C:8]([S:11]([CH2:14][C:15]2[N:16]=[C:17]([C:21]3[CH:30]=[CH:29][C:24]([C:25]([O:27]C)=[O:26])=[CH:23][CH:22]=3)[O:18][C:19]=2[CH3:20])(=[O:13])=[O:12])=[CH:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2].Cl>>[C:1]([C:5]1[CH:6]=[CH:7][C:8]([S:11]([CH2:14][C:15]2[N:16]=[C:17]([C:21]3[CH:22]=[CH:23][C:24]([C:25]([OH:27])=[O:26])=[CH:29][CH:30]=3)[O:18][C:19]=2[CH3:20])(=[O:13])=[O:12])=[CH:9][CH:10]=1)([CH3:4])([CH3:2])[CH3:3]Komponenten
3
Versuchsvorschrift
Method C. Reaction of benzoate 22 (97 mg, 0.23 mmol) and 6 M HCl (5 mL) gave acid 23 (85 mg, 89%) as a white solid: mp (H2O) 220-222° C.; 1H NMR δ 13.15 (br s, 1 H, CO2H), 8.02 (dd, J=8.7, 1.9Hz, 2 H, H-2, H-6), 7.88 (ddd, J=8.7, 1.9, 1.5Hz, 2 H, H-3, H-5), 7.70 (ddd, J=8.6, 2.0, 1.9Hz, 2 H, H-2′, H-6′), 7.63 (ddd, J=8.6, 2.0, 1.9Hz, 2 H, H-3′, H-5′), 4.64 (s, 2 H, CH2SO2), 2.14 (s, 3 H, CH3), 1.29 [s, 9 H, C(CH3)3]; MS m/z 415.5 (MH+, 100%). Anal. calcd for C22H23NO5SH2O: C, 61.24; H, 5.84; N, 3.25. Found: C, 61.32; H, 5.50; N, 3.14%.
Quellen und Nachweise
- ORD-Eintrag
- ord-23e11f605fff4b1889af142ddc1f21ff
- Quelldatensatz
- uspto-grants-2015_07
- Patentnummer
- US09085570B2
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