Methyl iodide → HCID 19756360, Verbindung

HRID 1587832Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1587832
[H-].[Na+].[CH2:3]([C:5]1[CH:14]=[C:13]([O:15][CH2:16][C:17]2[CH:22]=[CH:21][C:20]([C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=3[C:29]3[N:30]=[N:31][N:32]([C:34]([C:47]4[CH:52]=[CH:51][CH:50]=[CH:49][CH:48]=4)([C:41]4[CH:46]=[CH:45][CH:44]=[CH:43][CH:42]=4)[C:35]4[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=4)[N:33]=3)=[CH:19][CH:18]=2)[C:12]2[C:7](=[CH:8][CH:9]=[C:10]([O:53][CH2:54][CH2:55][OH:56])[N:11]=2)[N:6]=1)[CH3:4].[H][H].CI.C1C[O:64][CH2:63][CH2:62]1>O>[CH2:3]([C:5]1[CH:14]=[C:13]([O:15][CH2:16][C:17]2[CH:18]=[CH:19][C:20]([C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=3[C:29]3[N:30]=[N:31][N:32]([C:34]([C:47]4[CH:48]=[CH:49][CH:50]=[CH:51][CH:52]=4)([C:41]4[CH:42]=[CH:43][CH:44]=[CH:45][CH:46]=4)[C:35]4[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=4)[N:33]=3)=[CH:21][CH:22]=2)[C:12]2[C:7](=[CH:8][CH:9]=[C:10]([O:53][CH2:54][C:55]([O:64][CH2:63][CH3:62])=[O:56])[N:11]=2)[N:6]=1)[CH3:4]

Komponenten

7

Edukt 5

HCID 6328Methyl iodideHCID 8028TetrahydrofuranHCID 24758Sodium hydrideHCID 19756350HCID 19756350, VerbindungHCID 178418361HCID 178418361, Verbindung

Produkt 1

HCID 19756360HCID 19756360, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

Sodium hydride (60% dispersion in mineral oil, 62 mg) was added in a solution of 2-ethyl-6-(2-hydroxyethoxy)-4-[(2'-(2-triphenylmethyl-2H-tetrazol-5-yl)biphenyl-4-yl)methoxy]-1,5-naphthyridine (1.0 g) in THF (10 ml). The mixture was stirred until evolution of hydrogen had ceased and then methyl iodide (0.09 ml) was added. The solution was left to stand for 72 hours and then water (30 ml) was added. The mixture was extracted with ether (2×20 ml) and the combined extracts were dried (MgSO4). Volatile material was removed by evaporation and the residue was triturated with hexane to give 2-ethyl-6-(2-methoxyethoxy)-4-[(2'-(2-triphenylmethyl-2H-tetrazol-5-yl)biphenyl-4-yl)methoxy]-1,5-naphthyridine (A) (0.86 g), as a foam; NMR (d6 -DMSO): 1.3(t, 3H), 2.8(q, 2H), 3.25(s, 3H), 3.6-3.7(m, 2H), 4.45-4.55(m, 2H), 5.4(s, 2H), 6.8-6.9(m, 6H), 7.1-7.7(complex m, 18H), 7.8(dd, 1H), 8.15(d, 1H).

Aufarbeitung

  1. waitThe solution was left
  2. extractionThe mixture was extracted with ether (2×20 ml)
  3. dry with materialthe combined extracts were dried (MgSO4)
  4. customVolatile material was removed by evaporation
  5. customthe residue was triturated with hexane

Quellen und Nachweise

ORD-Eintrag
ord-57fcaaabc29c4f6ab879df9c4106f3c2
Quelldatensatz
uspto-grants-1993_06
Patentnummer
US05219863

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