Dimethylformamide → HCID 24812097, Verbindung

HRID 1945434

Reaktionsgleichung

Reaktionsgleichung von HRID 1945434
[C:1]([C:5]1[CH:15]=[CH:14][C:8]([O:9][CH2:10][C:11]([OH:13])=O)=[CH:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2].NC1C=[C:19](C=CN=1)[C:20](N)=[O:21].CC[N:28]([CH:32]([CH3:34])C)[CH:29]([CH3:31])C.C1C[N:38]([P+](ON2N=NC3C=CC=CC2=3)(N2CCCC2)N2CCCC2)CC1.F[P-](F)(F)(F)(F)F.CN([CH:71]=[O:72])C>>[CH3:71][O:72][C:20](=[O:21])[C:19]1[CH:31]=[CH:29][N:28]=[C:32]([NH:38][C:11](=[O:13])[CH2:10][O:9][C:8]2[CH:7]=[CH:6][C:5]([C:1]([CH3:2])([CH3:3])[CH3:4])=[CH:15][CH:14]=2)[CH:34]=1

Komponenten

6

Edukt 5

HCID 6228DimethylformamideHCID 157182-(4-Tert-butylphenoxy)acetic acidHCID 81531DiisopropylethylamineHCID 3516532-AminoisonicotinamideHCID 2724699PyBOP

Produkt 1

HCID 24812097HCID 24812097, VerbindungAusbeute 50,3 %

Versuchsvorschrift

A solution of (4-tert-butyl-phenoxy)acetic acid (200.1 mg, 0.96 mmol), 2-amino-isonicotinamide (109.5 mg, 0.72 mmol), DIPEA (0.17 ml, 0.96 mmol) and PyBOP (499.5 mg, 0.96 mmol) in DMF 6.0 mL was stirred, then partitioned between ethyl acetate and water. The organic phase was purified by preparative TLC(Hexane:EtoAC:MeOH=15:3:1) to give 2-[2-(4-tert-butyl-phenoxy)-acetylamino]-isonicotinic acid methyl ester as a white solid (124.0 mg, 50.3% yield).

Aufarbeitung

  1. custompartitioned between ethyl acetate and water
  2. customThe organic phase was purified by preparative TLC(Hexane:EtoAC:MeOH=15:3:1)

Quellen und Nachweise

ORD-Eintrag
ord-36b99e1d20c54840a42e6cbee3b2a6b5
Quelldatensatz
uspto-grants-2013_03
Patentnummer
US08394799B2

Verknüpfte Notizen

Wird geladen…