Diisopropylethylamine → HCID 59140902, Verbindung

HRID 737206Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 737206
[C:1]([O:5][C:6]([N:8]1[CH2:12][CH2:11][CH2:10][C@H:9]1[C:13]([OH:15])=[O:14])=[O:7])([CH3:4])([CH3:3])[CH3:2].CN(C(ON1N=NC2[CH:27]=[CH:28][CH:29]=[N:30]C1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.CCN(C(C)C)C(C)C.[NH2:49][C:50]1[S:51][CH:52]=[C:53]([C:55]2[CH:63]=[CH:62][C:58]([C:59]([OH:61])=[O:60])=[CH:57][CH:56]=2)[N:54]=1>CN(C=O)C>[C:1]([O:5][C:6]([N:8]1[CH2:12][CH2:11][CH2:10][C@H:9]1[C:13](=[O:15])[NH:49][C:50]1[S:51][CH:52]=[C:53]([C:55]2[CH:56]=[CH:57][C:58]([C:59](=[O:61])[NH:30][CH:29]3[CH2:27][CH2:28]3)=[CH:62][CH:63]=2)[N:54]=1)=[O:7])([CH3:2])([CH3:3])[CH3:4].[C:1]([O:5][C:6]([N:8]1[CH2:12][CH2:11][CH2:10][C@H:9]1[C:13](=[O:14])[NH:49][C:50]1[S:51][CH:52]=[C:53]([C:55]2[CH:56]=[CH:57][C:58]([C:59]([OH:61])=[O:60])=[CH:62][CH:63]=2)[N:54]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2]

Komponenten

7

Edukt 4

HCID 81531DiisopropylethylamineHCID 850831,2-Pyrrolidinedicarboxylic acid, 1-(1,1-dimethylethyl) ester, (2S)-HCID 6131794-(2-Amino-1,3-thiazol-4-yl)benzoic acidHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)

Produkt 2

HCID 59140902HCID 59140902, VerbindungHCID 86616447HCID 86616447, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

A mixture of (S)-pyrrolidine-1,2-dicarboxylic acid 1-tertbutyl ester (1.30 g, 6.04 mmol), HATU (2.31 g, 6.07 mmol)), and DIEA (1.2 mL, 9.18 mmol) in DMF (32 mL) was stirred at room temperature for 1 h. Then 4-(2-amino-thiazol-4-yl)-benzoic acid (0.89 g, 4.04 mmol) was added and the reaction mixture was stirred at room temperature overnight. The resulting mixture was purified by reverse phase HPLC to furnish the desired product (S)-2-[4-(4-carboxy-phenyl)-thiazol-2-ylcarbamoyl]-pyrrolidine-1-carboxylic acid tert-butyl ester; MS: 418.1 (M+H+).

Aufarbeitung

  1. stirringthe reaction mixture was stirred at room temperature overnight
  2. customThe resulting mixture was purified by reverse phase HPLC

Quellen und Nachweise

ORD-Eintrag
ord-29ed92ac2c9f4e0c933f1f25abd04bca
Quelldatensatz
uspto-grants-2009_09
Patentnummer
US07595398B2

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