Tetrahydrofuran → (5-Bromo-imidazo[1,2-a]pyrazin-8-yl)-(3-hydroxymethyl-4-morpholin-4-yl-phenyl)-carbamic acid tert-butyl ester

HRID 1366223Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1366223
[C:1]([O:5][C:6](=[O:39])[N:7]([C:29]1[C:30]2[N:31]([CH:36]=[CH:37][N:38]=2)[C:32]([Br:35])=[CH:33][N:34]=1)[C:8]1[CH:13]=[CH:12][C:11]([N:14]2[CH2:19][CH2:18][O:17][CH2:16][CH2:15]2)=[C:10]([C:20](C)(C)[O:21][SiH2]C(C)(C)C)[CH:9]=1)([CH3:4])([CH3:3])[CH3:2].C1COCC1>[F-].C([N+](CCCC)(CCCC)CCCC)CCC>[C:1]([O:5][C:6](=[O:39])[N:7]([C:29]1[C:30]2[N:31]([CH:36]=[CH:37][N:38]=2)[C:32]([Br:35])=[CH:33][N:34]=1)[C:8]1[CH:13]=[CH:12][C:11]([N:14]2[CH2:15][CH2:16][O:17][CH2:18][CH2:19]2)=[C:10]([CH2:20][OH:21])[CH:9]=1)([CH3:4])([CH3:2])[CH3:3]

Komponenten

4

Edukt 2

HCID 8028TetrahydrofuranHCID 131728707(5-Bromo-imidazo[1,2-a]pyrazin-8-yl)-[3-(tert-butyl-dimethyl-silanyloxymethyl)-4-morpholin-4-yl-phenyl]-carbamic acid tert-butyl ester

Produkt 1

HCID 86652629(5-Bromo-imidazo[1,2-a]pyrazin-8-yl)-(3-hydroxymethyl-4-morpholin-4-yl-phenyl)-carbamic acid tert-butyl ester

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 2724141Tetrabutylammonium FluorideLösungsmittel

Versuchsvorschrift

A solution of (5-bromo-imidazo[1,2-a]pyrazin-8-yl)-[3-(tert-butyl-dimethyl-silanyloxymethyl)-4-morpholin-4-yl-phenyl]-carbamic acid tert-butyl ester (0.164 g, 0.265 mmol) in 1M tetrabutylammonium fluoride in THF (0.29 mL, 0.29 mmol) is stirred at room temperature overnight. The solvent is removed under vacuum and the residue is purified by silica gel column chromatography eluting with ethyl acetate. The title compound is isolated (0.126 g, 94%).

Aufarbeitung

  1. customThe solvent is removed under vacuum
  2. customthe residue is purified by silica gel column chromatography
  3. washeluting with ethyl acetate

Quellen und Nachweise

ORD-Eintrag
ord-6710d4f6887a4d2fa3f98c4f375ba7c4
Quelldatensatz
uspto-grants-2011_02
Patentnummer
US07893058B2

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