Sodium Hydroxide → 3-[9-(5-{5-Chloro-6-[(1-methylethyl)oxy]-3-pyridinyl}-1,2,4-oxadiazol-3-yl)-2,3-dihydro-1,4-benzoxazepin-4(5H)-yl]propanoic acid

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Reaktionsgleichung

[Cl:1][C:2]1[CH:3]=[C:4]([C:12]2[O:16][N:15]=[C:14]([C:17]3[C:27]4[O:26][CH2:25][CH2:24][N:23]([CH2:28][CH2:29][C:30]([O:32]CC)=[O:31])[CH2:22][C:21]=4[CH:20]=[CH:19][CH:18]=3)[N:13]=2)[CH:5]=[N:6][C:7]=1[O:8][CH:9]([CH3:11])[CH3:10].[OH-].[Na+]>C(O)C>[Cl:1][C:2]1[CH:3]=[C:4]([C:12]2[O:16][N:15]=[C:14]([C:17]3[C:27]4[O:26][CH2:25][CH2:24][N:23]([CH2:28][CH2:29][C:30]([OH:32])=[O:31])[CH2:22][C:21]=4[CH:20]=[CH:19][CH:18]=3)[N:13]=2)[CH:5]=[N:6][C:7]=1[O:8][CH:9]([CH3:11])[CH3:10]

Komponenten

Reaktionsbedingungen

Temperatur: 60 °C

Versuchsvorschrift

Ethyl 3-[9-(5-{5-chloro-6-[(1-methylethyl)oxy]-3-pyridinyl}-1,2,4-oxadiazol-3-yl)-2,3-dihydro-1,4-benzoxazepin-4(5H)-yl]propanoate (Preparation 91) (28 mg, 0.058 mmol) was dissolved in ethanol (5 ml). 2M sodium hydroxide (0.144 ml, 0.288 mmol) was added and the reaction mixture stirred at 60° C. for 4 hours. The solvent was evaporated and the reaction mixture diluted with water, neutralised with 2M hydrochloric acid and extracted with ethyl acetate. The organic phase was washed with water, dried and evaporated to give the product as a white solid (26 mg).

Aufarbeitung

customThe solvent was evaporated
additionthe reaction mixture diluted with water
extractionextracted with ethyl acetate
washThe organic phase was washed with water
customdried
customevaporated

Quellen und Nachweise

ORD-Eintrag: ord-e38f0ab6f1744f31b15bd97db2c64606
Quelldatensatz: uspto-grants-2012_07
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US08222245B2

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