Diisopropylethylamine → HCID 178502434, Verbindung

HRID 1625528Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1625528
[I:1][C:2]1[CH:16]=[CH:15][C:5]2[NH:6][C:7]([C@@H:9]3[CH2:13][C@H:12]([CH3:14])[CH2:11][NH:10]3)=[N:8][C:4]=2[CH:3]=1.[CH3:17][O:18][C:19]([NH:21][C@@H:22]([CH:26]([CH3:28])[CH3:27])[C:23](O)=[O:24])=[O:20].CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.CCN(C(C)C)C(C)C>CN(C=O)C.O>[I:1][C:2]1[CH:16]=[CH:15][C:5]2[NH:6][C:7]([C@@H:9]3[CH2:13][C@H:12]([CH3:14])[CH2:11][N:10]3[C:23]([C@@H:22]([NH:21][C:19](=[O:20])[O:18][CH3:17])[CH:26]([CH3:28])[CH3:27])=[O:24])=[N:8][C:4]=2[CH:3]=1

Komponenten

7

Edukt 4

HCID 81531DiisopropylethylamineHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 10942966(2S)-2-((methoxycarbonyl)amino)-3-methylbutanoic acidHCID 178461565HCID 178461565, Verbindung

Produkt 1

HCID 178502434HCID 178502434, VerbindungAusbeute 81 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

To 5-iodo-2-[(2S,4S)-4-methylpyrrolidin-2-yl]-1H-benzimidazole (2.29 g, 7.00 mmol) and (2S)-2-(methoxycarbonylamino)-3-methyl-butanoic acid (1.49 g, 7.70 mmol) in DMF is added HATU (3.46 g, 9.1 mmol) and DIPEA (2.4 mL, 14.0 mmol) at rt. The reaction mixture is stirred at rt overnight. To the reaction mixture is added water (350 mL) with fast stirring upon which a white solid precipitated out. The solid is suction filtered and dried under vacuum to give methyl N-[(1S)-1-[(2S,4S)-2-(5-iodo-1H-benzimidazol-2-yl)-4-methyl-pyrrolidine-1-carbonyl]-2-methyl-propyl]carbamate (2.73 g, 81%).

Aufarbeitung

  1. stirringwith fast stirring upon which a white solid
  2. customprecipitated out
  3. filtrationfiltered
  4. customdried under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-ba7fa9351693486f84bb80b6fc2c159b
Quelldatensatz
uspto-grants-2014_07
Patentnummer
US08779156B2

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