2-Phenyl-1H-imidazole-4-carbaldehyde → (1-((2-Phenyl-1H-imidazol-5-yl)methyl)piperidin-4-yl)(3-(trifluoromethyl)phenyl)-methanone

HRID 2170750

Reaktionsgleichung

Reaktionsgleichung von HRID 2170750
[NH:1]1[CH2:6][CH2:5][CH:4]([C:7]([C:9]2[CH:14]=[CH:13][CH:12]=[C:11]([C:15]([F:18])([F:17])[F:16])[CH:10]=2)=[O:8])[CH2:3][CH2:2]1.[C:19]1([C:25]2[NH:26][C:27]([CH:30]=O)=[CH:28][N:29]=2)[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1>C(Cl)Cl>[C:19]1([C:25]2[NH:26][C:27]([CH2:30][N:1]3[CH2:2][CH2:3][CH:4]([C:7]([C:9]4[CH:14]=[CH:13][CH:12]=[C:11]([C:15]([F:16])([F:17])[F:18])[CH:10]=4)=[O:8])[CH2:5][CH2:6]3)=[CH:28][N:29]=2)[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=1

Komponenten

4

Edukt 2

HCID 35390902-Phenyl-1H-imidazole-4-carbaldehydeHCID 50864474-(3-Trifluoromethylbenzoyl)piperidine

Produkt 1

HCID 71737423(1-((2-Phenyl-1H-imidazol-5-yl)methyl)piperidin-4-yl)(3-(trifluoromethyl)phenyl)-methanoneAusbeute 54 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To piperidin-4-yl(3-(trifluoromethyl)phenyl)methanone (1-1) (147 mg, 0.50 mmol) and 2-phenyl-1H-imidazole-5-carbaldehyde (1-2) (86 mg, 0.50 mmol) in 10 mL of CH2Cl2 was added MP-BH(OAc)3 (200 mg, 0.4 mmol), and the mixture was stirred at room temperature for 16 h. The reaction was filtered to remove the resin, and the filtrate was concentrated under a stream of N2 gas. The crude product was purified by reversed phase HPLC to give 111 mg (54%) of 1-3. HRMS (ES) 414.1786 (M+H) found, 414.1788 required.

Aufarbeitung

  1. filtrationThe reaction was filtered
  2. customto remove the resin
  3. concentrationthe filtrate was concentrated under a stream of N2 gas
  4. customThe crude product was purified by reversed phase HPLC

Quellen und Nachweise

ORD-Eintrag
ord-4842090627664c0f8e69debf2e0aa58e
Quelldatensatz
uspto-grants-2015_06
Patentnummer
US09051299B2

Verknüpfte Notizen

Wird geladen…