Ethyl difluoroacetate → HCID 178452595, Verbindung

HRID 1509242Notizen

Reaktionsgleichung

[F:1][CH:2]([F:8])[C:3](OCC)=[O:4].O.[NH2:10][NH2:11].[C:12]1([C:18]2[C:28]([C:29]3[CH:34]=[CH:33][C:32]([C:35]4([NH:39][C:40](=[O:46])[O:41][C:42]([CH3:45])([CH3:44])[CH3:43])[CH2:38][CH2:37][CH2:36]4)=[CH:31][CH:30]=3)=[N:27][C:21]3[O:22][CH2:23][C:24](=S)[NH:25][C:20]=3[CH:19]=2)[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1>CN(C)C=O>[F:1][CH:2]([F:8])[C:3]([NH:10]/[N:11]=[C:24]1/[NH:25][C:20]2[CH:19]=[C:18]([C:12]3[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=3)[C:28]([C:29]3[CH:30]=[CH:31][C:32]([C:35]4([NH:39][C:40](=[O:46])[O:41][C:42]([CH3:45])([CH3:43])[CH3:44])[CH2:36][CH2:37][CH2:38]4)=[CH:33][CH:34]=3)=[N:27][C:21]=2[O:22][CH2:23]/1)=[O:4]

Komponenten

Reaktionsbedingungen

Temperatur: 70 °C

Versuchsvorschrift

Ethyl 2,2-difluoroacetate (0.43 ml, 4.10 mmol) and hydrazine monohydrate were heated to 60° C. in N,N-dimethylformamide (1 ml) for 30 minutes to give a colourless solution. Tert-butyl (1-(4-(7-phenyl-2-thioxo-2,3-dihydro-1H-pyrido[2,3-b][1,4]oxazin-6-yl)phenyl)cyclobutyl)carbamate (100 mg, 0.205 mmol) was added to the previous solution at room temperature. The resulting mixture was heated to 70° C. for 20 hours. The reaction mixture was concentrated under reduced pressure and the crude material (100 mg, quantitative yield) was used for the next step without further purification. LCMS (Method D): RT=1.37 min, M+1=564.

Aufarbeitung

customto give a colourless solution
concentrationThe reaction mixture was concentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag: ord-839d9fed66214882a34d64879d27ede4
Quelldatensatz: uspto-grants-2015_12
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US09221838B2

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