Isobutyl chloroformate → HCID 118023801, Verbindung

HRID 929291Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 929291
[CH3:1][N:2]([CH3:10])[C:3](=[O:9])[CH2:4][CH2:5][C:6]([OH:8])=O.C[CH2:12][N:13](C(C)C)[CH:14](C)C.ClC(OCC(C)C)=O.CNC1[C:31]([CH3:41])=[N:32][N:33]([C:35]2[CH:36]=[N:37][CH:38]=[CH:39][CH:40]=2)[CH:34]=1>C(Cl)Cl>[CH3:12][N:13]([CH3:14])[C:6](=[O:8])[CH2:5][CH2:4][C:3]([N:2]([CH3:10])[C:1]1[C:31]([CH3:41])=[N:32][N:33]([C:35]2[CH:36]=[N:37][CH:38]=[CH:39][CH:40]=2)[CH:34]=1)=[O:9]

Komponenten

6

Edukt 4

HCID 62365Isobutyl chloroformateHCID 75717N,N-Dimethylsuccinamic acidHCID 81531DiisopropylethylamineHCID 67499640HCID 67499640, Verbindung

Produkt 1

HCID 118023801HCID 118023801, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel2×

Versuchsvorschrift

To an ice cold solution of 4-(dimethylamino)-4-oxobutanoic acid (0.174 g, 1.20 mmol) in CH2Cl2 (2 mL) was added DIPEA (0.208 mL, 1.120 mmol) followed by isobutyl chloroformate (0.138 mL, 1.06 mmol). The mixture was stirred for 10 minutes, and the resulting mixed anhydride was added to a solution of N,3-dimethyl-1-(pyridin-3-yl)-1H-pyrazol-4-amine (0.100 g, 0.531 mmol) in CH2Cl2 (0.66 mL). The reaction mixture was stirred at room temperature (about 22° C.) for one hour. The crude reaction mixture was concentrated and purified via reverse phase column chromatography (0%-100% acetonitrile (MeCN)/water) to give the desired product F62 as a white solid (0.155 g, 83%).

Aufarbeitung

  1. stirringThe reaction mixture was stirred at room temperature (about 22° C.) for one hour
  2. customThe crude reaction mixture
  3. concentrationwas concentrated
  4. custompurified via reverse phase column chromatography (0%-100% acetonitrile (MeCN)/water)

Quellen und Nachweise

ORD-Eintrag
ord-54184d858a9441dbb8b7bde39f656dd9
Quelldatensatz
uspto-grants-2016_03
Patentnummer
US09295260B2

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