Trifluoroacetic acid → 3-{[3-(Aminomethyl)-6-(difluoromethyl)-2-fluorophenyl]oxy}-5-chlorobenzonitrile

HRID 1875104Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1875104
[Cl:1][C:2]1[CH:3]=[C:4]([O:10][C:11]2[C:12]([F:29])=[C:13]([CH2:20][NH:21]C(=O)OC(C)(C)C)[CH:14]=[CH:15][C:16]=2[CH:17]([F:19])[F:18])[CH:5]=[C:6]([C:8]#[N:9])[CH:7]=1.C(O)(C(F)(F)F)=O>ClCCl>[NH2:21][CH2:20][C:13]1[C:12]([F:29])=[C:11]([O:10][C:4]2[CH:5]=[C:6]([CH:7]=[C:2]([Cl:1])[CH:3]=2)[C:8]#[N:9])[C:16]([CH:17]([F:19])[F:18])=[CH:15][CH:14]=1

Komponenten

4

Edukt 2

HCID 6422Trifluoroacetic acidHCID 867616531,1-Dimethylethyl {[3-[(3-chloro-5-cyanophenyl)oxy]-4-(difluoromethyl)-2-fluorophenyl]methyl}carbamate

Produkt 1

HCID 684803913-{[3-(Aminomethyl)-6-(difluoromethyl)-2-fluorophenyl]oxy}-5-chlorobenzonitrile

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

A solution of 1,1-dimethylethyl {[3-[(3-chloro-5-cyanophenyl)oxy]-4-(difluoromethyl)-2-fluorophenyl]methyl}carbamate (0.152 g, 0.356 mmol) and TFA (1.372 ml, 17.81 mmol) in dichloromethane (10 ml) was stirred for 16 h at RT under an atmosphere of nitrogen. The solution was concentrated under vacuum to give the title compound as an orange oil that was used without further purification. 1H NMR (400 MHz, CHLOROFORM-d) δ ppm 7.40-7.52 (m, 2H), 7.31 (s, 1H), 7.23-7.26 (m, 1H), 6.89 (s, 1H), 6.74 (t, 1H), 4.19 (br. s., 2H).

Aufarbeitung

  1. concentrationThe solution was concentrated under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-01af6f8aff2244a7bfa9836b5b2c51ce
Quelldatensatz
uspto-grants-2012_11
Patentnummer
US08304419B2

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