Triethylamine → HCID 178441358, Verbindung

HRID 340640

Reaktionsgleichung

Reaktionsgleichung von HRID 340640
[C:1]([C:5]1[S:9][C:8]([NH2:10])=[N:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2].C(N(CC)CC)C.[F:18][C:19]1[CH:27]=[CH:26][C:25]([C:28]([F:31])([F:30])[F:29])=[CH:24][C:20]=1[C:21](Cl)=[O:22]>ClCCl>[C:1]([C:5]1[S:9]/[C:8](=[N:10]\[C:21](=[O:22])[C:20]2[CH:24]=[C:25]([C:28]([F:29])([F:30])[F:31])[CH:26]=[CH:27][C:19]=2[F:18])/[NH:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2]

Komponenten

5

Edukt 3

HCID 8471TriethylamineHCID 6764855-tert-Butyl-1,3-thiazol-2-amineHCID 27348802-Fluoro-5-(trifluoromethyl)benzoyl Chloride

Produkt 1

HCID 178441358HCID 178441358, VerbindungAusbeute 71 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

A mixture of 5-tert-butylthiazol-2-amine (1.93 g, 12.3 mmol) and triethylamine (3.44 mL, 2.46 mmol) in dichloromethane (50 mL) was treated with 2-fluoro-5-(trifluoromethyl)benzoyl chloride (Alfa, 1.87 mL, 12.3 mmol) and stirred at room temperature for 6 hours. The reaction mixture was washed with brine, dried (MgSO4), filtered, and concentrated. The residue was purified using an Analogix® Intelliflash280™ (SiO2, 0-50% ethyl acetate in hexanes) to give the title compound (3 g, 71% yield). MS (DCI/NH3) m/z 347 (M+H)+.

Aufarbeitung

  1. washThe reaction mixture was washed with brine
  2. dry with materialdried (MgSO4)
  3. filtrationfiltered
  4. concentrationconcentrated
  5. customThe residue was purified

Quellen und Nachweise

ORD-Eintrag
ord-fe21dda8a4f141c39ca884ebabf6cf08
Quelldatensatz
uspto-grants-2014_11
Patentnummer
US08895592B2

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