Trifluoroacetic acid → 4-(Fluoromethyl)pyrimidin-2-amine

HRID 626694Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 626694
C(OC(=O)[NH:7][C:8]1[N:13]=[C:12]([CH2:14][F:15])[CH:11]=[CH:10][N:9]=1)(C)(C)C.C(O)(C(F)(F)F)=O>C(Cl)Cl>[F:15][CH2:14][C:12]1[CH:11]=[CH:10][N:9]=[C:8]([NH2:7])[N:13]=1

Komponenten

4

Edukt 2

HCID 6422Trifluoroacetic acidHCID 69674809(4-Fluoromethylpyrimidin-2-yl)carbamic acid tert-butyl ester

Produkt 1

HCID 696710844-(Fluoromethyl)pyrimidin-2-amineAusbeute 99 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

A mixture of (4-fluoromethylpyrimidin-2-yl)carbamic acid tert-butyl ester (140 mg, 0.62 mmol) and TFA (2 mL) in DCM (2 mL) was stirred at room temperature for 1 hour then concentrated under reduced pressure. The residue was purified by SCX-2 chromatography (washing with methanol and eluting with 2M ammonia in methanol) to afford the title compound as a yellow solid (78 mg, quant. yield). 1H NMR (400 MHz, CDCl3): δ 8.34 (d, J=5.1 Hz, 1H), 6.79-6.78 (m, 1H), 5.33-5.30 (m, 1H), 5.21-5.19 (m, 1H), 5.13 (s, 2H).

Aufarbeitung

  1. concentrationthen concentrated under reduced pressure
  2. customThe residue was purified by SCX-2 chromatography (washing with methanol and eluting with 2M ammonia in methanol)

Quellen und Nachweise

ORD-Eintrag
ord-bb28c026ebfe4126a00d947ee664fc23
Quelldatensatz
uspto-grants-2016_04
Patentnummer
US09309240B2

Notizen zur Reaktion

Wird geladen…