Diisopropylethylamine → HCID 86675758, Verbindung

HRID 2363344Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2363344
[Cl:1][C:2]1[C:10]([F:11])=[CH:9][C:5]([C:6]([OH:8])=O)=[C:4]([F:12])[CH:3]=1.C(N(CC)C(C)C)(C)C.F[P-](F)(F)(F)(F)F.C[N+](C)=C(N(C)C)ON1C2N=CC=CC=2N=N1.[F:46][CH:47]([F:50])[CH2:48][NH2:49]>ClCCCl.ClC(Cl)C>[Cl:1][C:2]1[C:10]([F:11])=[CH:9][C:5]([C:6]([NH:49][CH2:48][CH:47]([F:50])[F:46])=[O:8])=[C:4]([F:12])[CH:3]=1

Komponenten

7

Edukt 4

HCID 81531DiisopropylethylamineHCID 1362742,2-DifluoroethanamineHCID 27332744-Chloro-2,5-difluorobenzoic acidHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)

Produkt 1

HCID 86675758HCID 86675758, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 111,2-DichloroethaneLösungsmittelHCID 63651,1-DichloroethaneLösungsmittel

Versuchsvorschrift

A solution of 4-chloro-2,5-difluorobenzoic acid (1.28 g, 6.64 mmol), N,N-diisopropylethylamine (3.5 mL, 20 mmol), and N,N,N′,N′-tetramethyl-O-(7-azabenzotriazol-1-yl)uronium hexafluorophosphate (3.07 g, 8.07 mmol) in 1,2-dichloroethane (20 mL) was stirred for 10 min. at room temperature prior to the addition of a solution of 2,2-difluoroethanamine (538 mg, 6.64 mmol) in dichloroethane (2 mL). The resulting solution was stirred for 1 h. at room temperature. LCMS data indicated that the major reaction component was the desired product. The crude reaction mixture was concentrated under reduced pressure. The residue was purified by flash chromatography on a silica gel column with methanol in dichloromethane (0-10%) to afford the desired product. LCMS (M+H)+: m/z=256.0.

Quellen und Nachweise

ORD-Eintrag
ord-9edbfee4724b47e5aa5846bb08a7355f
Quelldatensatz
uspto-grants-2014_04
Patentnummer
US08691807B2

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