2-(2-Bromo-1-methyl-4-phenyl-1H-imidazol-5-yl)[1,3]thiazolo[5,4-d]pyrimidin-7-amine → 2-(2-Methoxy-1-methyl-4-phenyl-1H-imidazol-5-yl)[1,3]thiazolo[5,4-d]pyrimidin-7-amine

HRID 32543Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 32543
[CH3:1][O-:2].[Na+].Br[C:5]1[N:6]([CH3:26])[C:7]([C:16]2[S:17][C:18]3[N:19]=[CH:20][N:21]=[C:22]([NH2:25])[C:23]=3[N:24]=2)=[C:8]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[N:9]=1>CO>[CH3:1][O:2][C:5]1[N:6]([CH3:26])[C:7]([C:16]2[S:17][C:18]3[N:19]=[CH:20][N:21]=[C:22]([NH2:25])[C:23]=3[N:24]=2)=[C:8]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[N:9]=1

Komponenten

4

Edukt 2

HCID 100687782-(2-Bromo-1-methyl-4-phenyl-1H-imidazol-5-yl)[1,3]thiazolo[5,4-d]pyrimidin-7-amineHCID 10942334Sodium Methoxide2×

Produkt 1

HCID 103372072-(2-Methoxy-1-methyl-4-phenyl-1H-imidazol-5-yl)[1,3]thiazolo[5,4-d]pyrimidin-7-amineAusbeute 78 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

Sodium methoxide (31 mg) was added to a solution of 2-(2-bromo-1-methyl-4-phenyl-1H-imidazol-5-yl)[1,3]thiazolo[5,4-d]pyrimidin-7-amine (Example 26) (22 mg) in MeOH (1 mL). The reaction was stirred and refluxed for 4 days with further sodium methoxide (31 mg) added each day. The solvent was evaporated in vacuo and water (5 mL) added. Extracted with DCM (2×5 mL) and the combined organics were dried over MgSO4, filtered and the solvent evaporated in vacuo to give a white solid (15 mg, 78%);

Aufarbeitung

  1. additionadded each day
  2. customThe solvent was evaporated in vacuo and water (5 mL)
  3. additionadded
  4. extractionExtracted with DCM (2×5 mL)
  5. dry with materialthe combined organics were dried over MgSO4
  6. filtrationfiltered
  7. customthe solvent evaporated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-d63a9f812b82417f887e6e325571bd54
Quelldatensatz
uspto-grants-2008_09
Patentnummer
US07427616B2

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