Tetrahydrofuran → 2-(6-{4-[4-(4-Fluoro-benzyl)-phthalazin-1-yl]-piperazin-1-yl}-pyridin-3-yl)-propan-2-ol

HRID 42208

Reaktionsgleichung

Reaktionsgleichung von HRID 42208
C(OC(=O)[C:5]1[CH:10]=[CH:9][C:8]([N:11]2[CH2:16][CH2:15][N:14]([C:17]3[C:26]4[C:21](=[CH:22][CH:23]=[CH:24][CH:25]=4)[C:20]([CH2:27][C:28]4[CH:33]=[CH:32][C:31]([F:34])=[CH:30][CH:29]=4)=[N:19][N:18]=3)[CH2:13][CH2:12]2)=[N:7][CH:6]=1)C.[CH3:36][Mg]I.[CH2:39]1[CH2:43][O:42]CC1>>[F:34][C:31]1[CH:32]=[CH:33][C:28]([CH2:27][C:20]2[C:21]3[C:26](=[CH:25][CH:24]=[CH:23][CH:22]=3)[C:17]([N:14]3[CH2:13][CH2:12][N:11]([C:8]4[N:7]=[CH:6][C:5]([C:43]([OH:42])([CH3:39])[CH3:36])=[CH:10][CH:9]=4)[CH2:16][CH2:15]3)=[N:18][N:19]=2)=[CH:29][CH:30]=1

Komponenten

4

Edukt 3

HCID 8028TetrahydrofuranHCID 592406536-{4-[4-(4-Fluoro-benzyl)-phthalazin-1-yl]-piperazin-1-yl}-nicotinic acid ethyl esterHCID 178418373HCID 178418373, Verbindung

Produkt 1

HCID 592405842-(6-{4-[4-(4-Fluoro-benzyl)-phthalazin-1-yl]-piperazin-1-yl}-pyridin-3-yl)-propan-2-olAusbeute 10 %

Versuchsvorschrift

6-{4-[4-(4-Fluoro-benzyl)-phthalazin-1-yl]-piperazin-1-yl}-nicotinic acid ethyl ester (85 mg, 0.180 mmol) is dissolved in THF (1 mL). Methyl magnesium iodide (240 μL, 3M in diethyl ether, 0.72 mmol) is added dropwise. Stir reaction for 2 h at room temperature. Concentrate in vacuo. The residue is purified by flash chromatography on silica gel (MeOH/CH2Cl2) to afford the title compound (8 mg, 10%).

Aufarbeitung

  1. customreaction for 2 h at room temperature
  2. concentrationConcentrate in vacuo
  3. customThe residue is purified by flash chromatography on silica gel (MeOH/CH2Cl2)

Quellen und Nachweise

ORD-Eintrag
ord-ea976603e2204ac9bd075527618ef6cc
Quelldatensatz
uspto-grants-2013_09
Patentnummer
US08536168B2

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