Hydrochloric Acid → [2-Chloro-4-(4-fluoro-phenylamino)-phenyl]-{5-[1-(2,3-dihydroxy-propyl)-1H-[1,2,3]triazol-4-yl]-2-methyl-phenyl}-methanone

HRID 2067231Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2067231
[Cl:1][C:2]1[CH:7]=[C:6]([NH:8][C:9]2[CH:14]=[CH:13][C:12]([F:15])=[CH:11][CH:10]=2)[CH:5]=[CH:4][C:3]=1[C:16]([C:18]1[CH:23]=[C:22]([C:24]2[N:25]=[N:26][N:27]([CH2:29][CH:30]3[CH2:34][O:33]C(C)(C)[O:31]3)[CH:28]=2)[CH:21]=[CH:20][C:19]=1[CH3:37])=[O:17].Cl.CCOC(C)=O.O.C([O-])(O)=O.[Na+]>C1COCC1>[Cl:1][C:2]1[CH:7]=[C:6]([NH:8][C:9]2[CH:10]=[CH:11][C:12]([F:15])=[CH:13][CH:14]=2)[CH:5]=[CH:4][C:3]=1[C:16]([C:18]1[CH:23]=[C:22]([C:24]2[N:25]=[N:26][N:27]([CH2:29][CH:30]([OH:31])[CH2:34][OH:33])[CH:28]=2)[CH:21]=[CH:20][C:19]=1[CH3:37])=[O:17]

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 11685044HCID 11685044, VerbindungHCID 23687555EtOAc water NaHCO3

Produkt 1

HCID 11705693[2-Chloro-4-(4-fluoro-phenylamino)-phenyl]-{5-[1-(2,3-dihydroxy-propyl)-1H-[1,2,3]triazol-4-yl]-2-methyl-phenyl}-methanone

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

A solution of compound 123 (1.05 g, 2.02 mmol) in THF (10 mL) was added HCl (10 mL, aq., 10, 1N) and the mixture was stirred for 16 h at RT. The reaction mixture was poured into a mixture of EtOAc/water/NaHCO3. The organic phase was washed with water, brine and then dried (MgSO4), filtered and concentrated in vacuo to give the crude product. The crude product was purified by continuous gradient flash chromatography using MeOH/DCM 0:100 to 10:90 as the eluent to afford the title compound as white solid.

Aufarbeitung

  1. washThe organic phase was washed with water, brine
  2. dry with materialdried (MgSO4)
  3. filtrationfiltered
  4. concentrationconcentrated in vacuo
  5. customto give the crude product
  6. customThe crude product was purified by continuous gradient flash chromatography

Quellen und Nachweise

ORD-Eintrag
ord-8f208705efa74cb4a809faca34b0ea7c
Quelldatensatz
uspto-grants-2012_10
Patentnummer
US08293772B2

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