Methanol → HCID 178510384, Verbindung

HRID 1992035Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1992035
C(OC([N:8]1[CH2:13][CH2:12][CH:11]([C:14]2[CH:19]=[CH:18][C:17]([NH:20][C:21]([C:23]3[N:24](COCC[Si](C)(C)C)[CH:25]=[C:26]([C:28]#[N:29])[N:27]=3)=[O:22])=[C:16]([C:38]3[CH2:44][CH2:43][CH2:42][CH2:41][CH2:40][CH:39]=3)[CH:15]=2)[CH2:10][CH2:9]1)=O)(C)(C)C.CO.C(O)(C(F)(F)F)=O>C(Cl)Cl>[C:38]1([C:16]2[CH:15]=[C:14]([CH:11]3[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]3)[CH:19]=[CH:18][C:17]=2[NH:20][C:21]([C:23]2[NH:24][CH:25]=[C:26]([C:28]#[N:29])[N:27]=2)=[O:22])[CH2:44][CH2:43][CH2:42][CH2:41][CH2:40][CH:39]=1

Komponenten

5

Edukt 3

HCID 887MethanolHCID 6422Trifluoroacetic acidHCID 586945874(4-{[4-Cyano-1-(2-trimethylsilanyl-ethoxymethyl)-1H-imidazole-2-carbonyl]-amino}-3-cyclohept-1-enyl-phenyl)-piperidine-1-carboxylic acid tert-butyl ester

Produkt 1

HCID 178510384HCID 178510384, VerbindungAusbeute 100 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

A solution of 160 mg (0.258 mmol) 4-(4-{[4-cyano-1-(2-trimethylsilanyl-ethoxymethyl)-1H-imidazole-2-carbonyl]-amino}-3-cyclohept-1-enyl-phenyl)-piperidine-1-carboxylic acid tert-butyl ester (as prepared in the previous step) in 10 mL CH2Cl2 was treated with 200 μL MeOH and 3 mL TFA at RT for 3.5 h. Solvents were evaporated in vacuo. The residue was taken up in CH2Cl2 (30 mL) and washed with saturated aqueous NaHCO3 (1×20 mL). The organic layer was dried (MgSO4) and concentrated in vacuo to afford 100 mg (100%) of the title compound as a white solid: Mass spectrum (ESI, m/z): Calcd. for C23H27N5O, 390.2 (M+H), found 390.3.

Aufarbeitung

  1. customSolvents were evaporated in vacuo
  2. washwashed with saturated aqueous NaHCO3 (1×20 mL)
  3. dry with materialThe organic layer was dried (MgSO4)
  4. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-3a45942714044ddfb88b7c332d63451a
Quelldatensatz
uspto-grants-2010_01
Patentnummer
US07645755B2

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