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Diisopropylethylamine → HCID 86719164, Verbindung

HRID 2172695
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 2172695
[F:1][C:2]([F:18])([F:17])[C:3]1[O:7][N:6]=[C:5]([C:8]2[CH:16]=[CH:15][C:11]([C:12]([OH:14])=O)=[CH:10][CH:9]=2)[N:4]=1.CCOC(C(C#N)=NOC(N1CCOCC1)=[N+](C)C)=O.F[P-](F)(F)(F)(F)F.CCN(C(C)C)C(C)C.[C:55]([N:62]([CH3:66])[CH2:63][CH2:64][NH2:65])([O:57][C:58]([CH3:61])([CH3:60])[CH3:59])=[O:56]>C(Cl)Cl>[CH3:66][N:62]([CH2:63][CH2:64][NH:65][C:12](=[O:14])[C:11]1[CH:10]=[CH:9][C:8]([C:5]2[N:4]=[C:3]([C:2]([F:1])([F:18])[F:17])[O:7][N:6]=2)=[CH:16][CH:15]=1)[C:55](=[O:56])[O:57][C:58]([CH3:61])([CH3:59])[CH3:60]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

6

Edukt 4

HCID 81531DiisopropylethylamineHCID 2756424N-Boc-N-methylethylenediamineHCID 104914054-(5-(Trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzoic acidHCID 75951468(1-Cyano-2-ethoxy-2-oxoethylidenaminooxy)dimethylamino-morpholino-carbenium hexafluorophosphate

Produkt 1

HCID 86719164HCID 86719164, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel

1
HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a suspension of 4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzoic acid (1 g, 3.87 mmol) in DCM (10 ml) was added COMU (1.825 g, 4.26 mmol) and DIPEA (0.812 ml, 4.65 mmol). The yellow solution was stirred for 2 min at rt and turned red. N-Boc-N-methyl-ethylenediamine (0.810 g, 4.65 mmol) was added and the reaction mixture was stirred at reflux for 1 hr, allowed to cool to rt and washed with water, saturated aqueous NH4Cl, and extracted with EtOAc. The organic layer was dried over Na2SO4 and the solvent was removed in vacuum. The final product was purified according to Method B in Examples 124-156 general method.

Aufarbeitung

  1. stirringthe reaction mixture was stirred
  2. temperatureat reflux for 1 hr
  3. temperatureto cool to rt
  4. washwashed with water, saturated aqueous NH4Cl
  5. extractionextracted with EtOAc
  6. dry with materialThe organic layer was dried over Na2SO4
  7. customthe solvent was removed in vacuum
  8. customThe final product was purified

Quellen und Nachweise

ORD-Eintrag
ord-38e2b722836b46d7a4cabfc2d09a877e
Quelldatensatz
uspto-grants-2015_06
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US09056843B2

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