Diisopropylethylamine → (R)-3-(4-(3-Aminopyrrolidine-1-carbonyl)-2-(cyclopropylmethyl)-1-oxo-1,2-dihydroisoquinolin-6-yl)-N-cyclopropyl-4-methylbenzamide

HRID 907275Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 907275
[CH:1]1([NH:4][C:5]([C:7]2[CH:8]=[CH:9][C:10]([CH3:31])=[C:11]([C:13]3[CH:14]=[C:15]4[C:20](=[CH:21][CH:22]=3)[C:19](=[O:23])[N:18]([CH2:24][CH:25]3[CH2:27][CH2:26]3)[CH:17]=[C:16]4[C:28](O)=[O:29])[CH:12]=2)=[O:6])[CH2:3][CH2:2]1.[NH:32]1[CH2:36][CH2:35][C@@H:34]([NH2:37])[CH2:33]1.C(N(CC)C(C)C)(C)C.CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F>CN(C=O)C>[NH2:37][C@@H:34]1[CH2:35][CH2:36][N:32]([C:28]([C:16]2[C:15]3[C:20](=[CH:21][CH:22]=[C:13]([C:11]4[CH:12]=[C:7]([CH:8]=[CH:9][C:10]=4[CH3:31])[C:5]([NH:4][CH:1]4[CH2:2][CH2:3]4)=[O:6])[CH:14]=3)[C:19](=[O:23])[N:18]([CH2:24][CH:25]3[CH2:27][CH2:26]3)[CH:17]=2)=[O:29])[CH2:33]1

Komponenten

6

Edukt 4

HCID 81531DiisopropylethylamineHCID 1519352(3R)-pyrrolidin-3-amineHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 575517606-(5-(Cyclopropylcarbamoyl)-2-methylphenyl)-2-(cyclopropylmethyl)-1-oxo-1,2-dihydroisoquinoline-4-carboxylic acid

Produkt 1

HCID 25020019(R)-3-(4-(3-Aminopyrrolidine-1-carbonyl)-2-(cyclopropylmethyl)-1-oxo-1,2-dihydroisoquinolin-6-yl)-N-cyclopropyl-4-methylbenzamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

To a solution of the product of step v) (100 mg), (R)-pyrrolidin-3-amine (20 mg) and N,N-diisopropylethylamine (0.13 mL) in DMF (2 mL) was added HATU (140 mg) and the reaction stirred at room temperature for 10 minutes. The reaction mixture was filtered and purified by HPLC to yield the title compound as a solid (65 mg).

Aufarbeitung

  1. filtrationThe reaction mixture was filtered
  2. custompurified by HPLC

Quellen und Nachweise

ORD-Eintrag
ord-87f04dd011a9481f9fca6a3d1746adea
Quelldatensatz
uspto-grants-2011_09
Patentnummer
US08012979B2

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