HCID 89922361, Verbindung → HCID 89922320, Verbindung

HRID 921897Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 921897
[C:1]([C:4]1[C:5]([Cl:28])=[C:6]([NH:12][C:13]2[N:18]=[C:17]([NH:19][CH:20]3[CH2:22][CH2:21]3)[C:16]3=[N:23][CH:24]=[C:25]([C:26]#[N:27])[N:15]3[N:14]=2)[CH:7]=[C:8]([C:10]#[N:11])[CH:9]=1)(=[O:3])[CH3:2].[CH3:29][Mg+].[Br-]>>[Cl:28][C:5]1[C:4]([C:1]([OH:3])([CH3:29])[CH3:2])=[CH:9][C:8]([C:10]#[N:11])=[CH:7][C:6]=1[NH:12][C:13]1[N:18]=[C:17]([NH:19][CH:20]2[CH2:21][CH2:22]2)[C:16]2=[N:23][CH:24]=[C:25]([C:26]#[N:27])[N:15]2[N:14]=1

Komponenten

3

Edukt 2

HCID 89922361HCID 89922361, VerbindungHCID 178418689HCID 178418689, Verbindung

Produkt 1

HCID 89922320HCID 89922320, VerbindungAusbeute 12,6 %

Versuchsvorschrift

A solution of 2-((3-acetyl-2-chloro-5-cyanophenyl)amino)-4-(cyclopropylamino)imidazo[2,1-f][1,2,4]triazine-7-carbonitrile (Example 675) (60 mg, 0.15 mmol) in TIIF (8 mL) was cooled in an ice bath and MeMgBr (3 M in THF, 0.26 mL, 0.76 mmol) was added and the reaction was allowed to warm to room temperature. It was quenched with sat. aq. NH4Cl solution and extracted twice with EtOAc. The organic extracts were washed with brine, dried with sodium sulfate, and the solvent removed. HPLC purification afforded 7.7 mg of the title compound,

Aufarbeitung

  1. customIt was quenched with sat. aq. NH4Cl solution
  2. extractionextracted twice with EtOAc
  3. washThe organic extracts were washed with brine
  4. dry with materialdried with sodium sulfate
  5. customthe solvent removed
  6. customHPLC purification

Quellen und Nachweise

ORD-Eintrag
ord-95b30c2d423e4c3c955641b80848e636
Quelldatensatz
uspto-grants-2016_03
Patentnummer
US09273057B2

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