2-(Pyrrolidin-1-yl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidine → {3-Methyl-4-[3-methyl-2-oxo-8-(2-pyrrolidin-1-yl-pyrimidin-5-yl)-2,3-dihydro-imidazo[4,5-c]quinolin-1-yl]-pyrazol-1-yl}-acetic acid

HRID 445783Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 445783
C[O:2][C:3](=[O:27])[CH2:4][N:5]1[CH:9]=[C:8]([N:10]2[C:22]3[C:21]4[CH:20]=[C:19](Br)[CH:18]=[CH:17][C:16]=4[N:15]=[CH:14][C:13]=3[N:12]([CH3:24])[C:11]2=[O:25])[C:7]([CH3:26])=[N:6]1.[N:28]1([C:33]2[N:38]=[CH:37][C:36](B3OC(C)(C)C(C)(C)O3)=[CH:35][N:34]=2)[CH2:32][CH2:31][CH2:30][CH2:29]1>>[CH3:26][C:7]1[C:8]([N:10]2[C:22]3[C:21]4[CH:20]=[C:19]([C:36]5[CH:37]=[N:38][C:33]([N:28]6[CH2:29][CH2:30][CH2:31][CH2:32]6)=[N:34][CH:35]=5)[CH:18]=[CH:17][C:16]=4[N:15]=[CH:14][C:13]=3[N:12]([CH3:24])[C:11]2=[O:25])=[CH:9][N:5]([CH2:4][C:3]([OH:2])=[O:27])[N:6]=1

Komponenten

3

Edukt 2

HCID 164142242-(Pyrrolidin-1-yl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidineHCID 59619953[4-(8-Bromo-3-methyl-2-oxo-2,3-dihydro-imidazo[4,5-c]quinolin-1-yl)-3-methyl-pyrazol-1-yl]-acetic acid methyl ester

Produkt 1

HCID 59620034{3-Methyl-4-[3-methyl-2-oxo-8-(2-pyrrolidin-1-yl-pyrimidin-5-yl)-2,3-dihydro-imidazo[4,5-c]quinolin-1-yl]-pyrazol-1-yl}-acetic acid

Versuchsvorschrift

The title compound was synthesized in a similar manner as described for Example 1.1 using [4-(8-bromo-3-methyl-2-oxo-2,3-dihydro-imidazo[4,5-c]quinolin-1-yl)-3-methyl-pyrazol-1-yl]-acetic acid methyl ester (stage 247.1.2) and 2-(pyrrolidin-1-yl)pyrimidine-5-boronic acid pinacol ester (Frontier Scientific, Logan, USA) to give the title compound as a yellow hydrochloride salt after evaporation of the fractions containing pure product and exchange of the trifluoroacetate to the chlorure. (HPLC: tR 2.29 min (Method A); M+H=485, M−H=483 MS-ES)

Aufarbeitung

  1. customThe title compound was synthesized in a similar manner

Quellen und Nachweise

ORD-Eintrag
ord-34adc93ed31b4cd39f10f8bf6aa72404
Quelldatensatz
uspto-grants-2013_07
Patentnummer
US08476294B2

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