Trifluoroacetic acid → HCID 86587611, Verbindung

HRID 1594060Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1594060
C(OC(=O)C[N:8]1[CH:12]=[CH:11][N:10]=[C:9]1[C:13]1[CH:18]=[CH:17][CH:16]=[C:15]([F:19])[N:14]=1)(C)(C)C.F[C:22](F)(F)[C:23]([OH:25])=[O:24]>ClCCl>[F:19][C:15]1([CH2:22][C:23]([OH:25])=[O:24])[CH:16]=[CH:17][CH:18]=[C:13]([C:9]2[NH:8][CH:12]=[CH:11][N:10]=2)[NH:14]1

Komponenten

4

Edukt 2

HCID 6422Trifluoroacetic acidHCID 68495227[2-(6-Fluoropyridin-2-yl)-imidazol-1-yl]acetic acid tert-butyl ester

Produkt 1

HCID 86587611HCID 86587611, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

A solution of [2-(6-fluoropyridin-2-yl)-imidazol-1-yl]acetic acid tert-butyl ester (630 mg; 2.27 mmol) and trifluoroacetic acid (4 mL) in dichloromethane (4 mL) is stirred at room temperature for 5 hr. The reaction mixture is concentrated. The residue is treated with 3M HCl in ethyl acetate (10 mL) and the suspension stirred at room temperature for 1 hr. The precipitate is collected, washed with ethyl acetate, and dried to give 2-Fluoro-6-(1H-imidazol-2-yl)-pyridine acetic acid as a tan solid (581 mg), 1H NMR (d6DMSO) δ 8.35-8.26 (m, 2H), 7.83 (s, 1H), 7.76 (s, 1H), 7.44-7.41(m. 1H), 5.40 (s, 2H). LCMS: 222.1 (MH+).

Aufarbeitung

  1. concentrationThe reaction mixture is concentrated
  2. additionThe residue is treated with 3M HCl in ethyl acetate (10 mL)
  3. customThe precipitate is collected
  4. washwashed with ethyl acetate
  5. customdried

Quellen und Nachweise

ORD-Eintrag
ord-ea9b04f08fb64bd2a8a52988974c3429
Quelldatensatz
uspto-grants-2007_11
Patentnummer
US07300945B2

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