Tetrabutylammonium Fluoride → HCID 178486908, Verbindung

HRID 1295734Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1295734
C([Si](C)(C)[O:6][CH2:7][CH2:8][O:9][C:10]1[CH:11]=[C:12]([CH:33]=[CH:34][CH:35]=1)[CH2:13][N:14]([CH3:32])[C:15]1[NH:16][C:17]2[C:22]([C:23](=[O:25])[N:24]=1)=[C:21]([O:26][CH3:27])[C:20]([O:28][CH3:29])=[C:19]([O:30][CH3:31])[CH:18]=2)(C)(C)C.[N+](CCCC)(CCCC)(CCCC)CCCC.[F-]>C1COCC1>[OH:6][CH2:7][CH2:8][O:9][C:10]1[CH:11]=[C:12]([CH:33]=[CH:34][CH:35]=1)[CH2:13][N:14]([CH3:32])[C:15]1[NH:16][C:17]2[C:22]([C:23](=[O:25])[N:24]=1)=[C:21]([O:26][CH3:27])[C:20]([O:28][CH3:29])=[C:19]([O:30][CH3:31])[CH:18]=2

Komponenten

4

Edukt 2

HCID 2724141Tetrabutylammonium FluorideHCID 1784869092-[[3-[2-[tert-butyl(dimethyl)silyl]oxyethoxy]phenyl]methyl-methylamino]-5,6,7-trimethoxy-1H-quinazolin-4-one

Produkt 1

HCID 178486908HCID 178486908, VerbindungAusbeute 16,57 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

Compound from step 4 (431 mg, 0.82 mmol) was dissolved in dry THF (15 mL). Bu4NF (0.82 mL, 1.0 M in THF) was added and the mixture was stirred overnight. The mixture was concentrated in vacuo. The residue was dissolved in hot MeOH and allowed to stand for crystallization. A small fraction of diethyl ether was added to induce crystallization. The solid was filtered and dried to give 56 mg (16.57%) of a white crystalline solid. mp 146.0–147.5° C.; 1H NMR (D2O-d2) δ 3.19 (s, 3 H), 3.86 (s, 3 H), 3.88 (s, 3 H), 3.89 (t, 2 H, J=4.4), 3.92 (s, 3H), 4.04 (t, 2 H, J=4.4), 4.85 (s, 2 H), 6.63 (s, 1 H), 6.83 (m, 3 H), 7.23 (t, 1 H, J=7.8); 13C NMR (DMSO-d6, 39.50) δ 35.57, 52.90, 56.37, 61.81, 61.83, 62.16, 69.55, 102.77, 104.74, 113.65, 114.35, 120.55, 130.24, 138.86, 139.30, 150.96, 151.03, 153.47, 159.45, 159.56, 162.81; MS (ES+) m/z 416 (M+H); Anal. (C21H25N3O6)C: calcd, 60.71; found, 60.39; H: calcd, 6.07; found, 5.97; N: calcd, 10.11; found, 10.01.

Aufarbeitung

  1. concentrationThe mixture was concentrated in vacuo
  2. dissolutionThe residue was dissolved in hot MeOH
  3. customto stand for crystallization
  4. additionA small fraction of diethyl ether was added
  5. customcrystallization
  6. filtrationThe solid was filtered
  7. customdried

Quellen und Nachweise

ORD-Eintrag
ord-4c86c2b042214f27b2617f8bea32521a
Quelldatensatz
uspto-grants-2007_07
Patentnummer
US07244738B2

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