Bromine → HCID 58431340, Verbindung

HRID 1426309

Reaktionsgleichung

Reaktionsgleichung von HRID 1426309
[CH3:1][C:2]1[N:7]=[C:6]([C:8]([F:11])([F:10])[F:9])[N:5]=[C:4]([C:12]([O:14][CH2:15][CH3:16])=[O:13])[CH:3]=1.[Br:17]Br>C(O)(=O)C>[Br:17][CH2:1][C:2]1[N:7]=[C:6]([C:8]([F:11])([F:10])[F:9])[N:5]=[C:4]([C:12]([O:14][CH2:15][CH3:16])=[O:13])[CH:3]=1

Komponenten

4

Edukt 2

HCID 24408Bromine2×HCID 67390769Ethyl 6-methyl-2-(trifluoromethyl)pyrimidine-4-carboxylate

Produkt 1

HCID 58431340HCID 58431340, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

A solution of ethyl 6-methyl-2-(trifluoromethyl)pyrimidine-4-carboxylate (2.00 g, 8.54 mmol, prepared as described in WO2007/090748) in acetic acid (12 mL) was treated with bromine (1.36 g, 8.54 mmol) and the reaction was heated to 80° C. in a sealed vial for 30 minutes, at which time, the color of bromine was dissipated. The acetic acid was removed in vacuo and was followed by dissolving of the residue in toluene and removal of solvent in vacuo. The percent by weight of desired component in the mixture (containing unreacted starting material and overbrominated product) was determined by NMR and the mixture used without further purification (1.62 g, 61%). 1H NMR (300 MHz, CDCl3): δ 8.32 (s, 1H), 4.60 (s, 2H), 4.54 (q, 2H), 1.46 (t, 3H); LCMS (M+H)+: 313.0, 315.0

Aufarbeitung

  1. customThe acetic acid was removed in vacuo
  2. dissolutionby dissolving of the residue in toluene
  3. customremoval of solvent in vacuo
  4. additionThe percent by weight of desired component in the mixture (containing unreacted starting material and overbrominated product)
  5. customthe mixture used without further purification (1.62 g, 61%)

Quellen und Nachweise

ORD-Eintrag
ord-0a72c58090a64fdbb1ebd67d96e5bb41
Quelldatensatz
uspto-grants-2015_01
Patentnummer
US08933085B2

Verknüpfte Notizen

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