Triethylamine → HCID 89922461, Verbindung

HRID 921917Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 921917
[Cl:1][C:2]1[C:7]([N:8]2[CH2:13][CH2:12][O:11][CH:10]([CH2:14][NH:15]CC3C=CC(OC)=CC=3)[CH2:9]2)=[CH:6][C:5]([C:25]#[N:26])=[CH:4][C:3]=1[NH:27][C:28]1[N:33]=[C:32]([N:34]([CH:44]2[CH2:46][CH2:45]2)CC2C=CC(OC)=CC=2)[C:31]2=[N:47][CH:48]=[C:49]([C:50]#[N:51])[N:30]2[N:29]=1.C(N(CC)CC)C.[CH3:59][S:60](Cl)(=[O:62])=[O:61].C(=O)(O)[O-].[Na+]>O1CCCC1.C(OCC)(=O)C>[Cl:1][C:2]1[C:3]([NH:27][C:28]2[N:33]=[C:32]([NH:34][CH:44]3[CH2:46][CH2:45]3)[C:31]3=[N:47][CH:48]=[C:49]([C:50]#[N:51])[N:30]3[N:29]=2)=[CH:4][C:5]([C:25]#[N:26])=[CH:6][C:7]=1[N:8]1[CH2:13][CH2:12][O:11][CH:10]([CH2:14][NH:15][S:60]([CH3:59])(=[O:62])=[O:61])[CH2:9]1

Komponenten

7

Edukt 4

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 516892Sodium BicarbonateHCID 89923206(+/-)-2-((2-Chloro-5-cyano-3-(2-(((4-methoxybenzyl)amino)methyl)morpholino)phenyl)amino)-4-(cyclopropyl(4-methoxybenzyl)amino)imidazo[2,1-f][1,2,4]triazine-7-carbonitrile

Produkt 1

HCID 89922461HCID 89922461, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 8028TetrahydrofuranLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

To a round bottom flask charged with (+/−)-2-((2-chloro-5-cyano-3-(2-(((4-methoxybenzyl)amino)methyl)morpholino)phenyl)amino)-4-(cyclopropyl(4-methoxybenzyl)amino)imidazo[2,1-f][1,2,4]triazine-7-carbonitrile (38.9 mg, 0.055 mmol) in tetrahydrofuran (276 μl) was added triethylamine (13.84 μl, 0.099 mmol) and methanesulfonyl chloride (5.59 μl, 0.072 mmol). The reaction mixture was stirred at room temperature ON. The reaction mixture was diluted with ethyl acetate and transferred to a separatory funnel containing saturated aqueous sodium bicarbonate. The aqueous layer was extracted with ethyl acetate (3×). The combined organics were dried over anhydrous sodium sulfate, filtered and concentrated in vacuo. The crude material was taken forward into the deprotection.

Aufarbeitung

  1. customtransferred to a separatory funnel
  2. extractionThe aqueous layer was extracted with ethyl acetate (3×)
  3. dry with materialThe combined organics were dried over anhydrous sodium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-78259ab45ee34577a6358ca68eecff2c
Quelldatensatz
uspto-grants-2016_03
Patentnummer
US09273057B2

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