Pyridine → 1-(2-(2-(2-(4-(1-Acetamidoethyl)phenylamino)-5-(trifluoromethyl)pyrimidin-4-yl)ethyl)phenyl)cyclopropanecarboxamide

HRID 592495Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 592495
[NH2:1][CH:2]([C:4]1[CH:9]=[CH:8][C:7]([NH:10][C:11]2[N:16]=[C:15]([CH2:17][CH2:18][C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=3[C:25]3([C:28]([NH2:30])=[O:29])[CH2:27][CH2:26]3)[C:14]([C:31]([F:34])([F:33])[F:32])=[CH:13][N:12]=2)=[CH:6][CH:5]=1)[CH3:3].N1C=CC=CC=1.[C:41](OC(=O)C)(=[O:43])[CH3:42]>C(Cl)Cl>[C:41]([NH:1][CH:2]([C:4]1[CH:5]=[CH:6][C:7]([NH:10][C:11]2[N:16]=[C:15]([CH2:17][CH2:18][C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=3[C:25]3([C:28]([NH2:30])=[O:29])[CH2:26][CH2:27]3)[C:14]([C:31]([F:33])([F:34])[F:32])=[CH:13][N:12]=2)=[CH:8][CH:9]=1)[CH3:3])(=[O:43])[CH3:42]

Komponenten

5

Edukt 3

HCID 1049PyridineHCID 7918Acetic AnhydrideHCID 867123501-(2-(2-(2-(4-(1-Aminoethyl)phenylamino)-5-(trifluoromethyl)pyrimidin-4-yl)ethyl)phenyl)cyclopropanecarboxamide

Produkt 1

HCID 732956311-(2-(2-(2-(4-(1-Acetamidoethyl)phenylamino)-5-(trifluoromethyl)pyrimidin-4-yl)ethyl)phenyl)cyclopropanecarboxamideAusbeute 98 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a solution of 1-(2-(2-(2-(4-(1-aminoethyl)phenylamino)-5-(trifluoromethyl)pyrimidin-4-yl)ethyl)phenyl)cyclopropanecarboxamide 70A (0.015 g, 0.032 mmol) in DCM (1 mL) was added pyridine (0.0040 mL, 0.050 mmol) and acetic anhydride (0.0050 mL, 0.053 mmol) and the reaction mixture was stirred at ambient temperature overnight. The mixture was partitioned between water and EtOAc, the layers were separated and the water layer was extracted with EtOAc (2 times). The combined organic extracts were washed with brine, dried (Na2SO4) and evaporated in vacuo to give the title compound 71 as a light brown solid (0.016 g, 98%). LCMS-C: rt 5.24 min; m/z 512 [M+H]+.

Aufarbeitung

  1. customThe mixture was partitioned between water and EtOAc
  2. customthe layers were separated
  3. extractionthe water layer was extracted with EtOAc (2 times)
  4. washThe combined organic extracts were washed with brine
  5. dry with materialdried (Na2SO4)
  6. customevaporated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-858603526b5b4471960ee44b3823f8cc
Quelldatensatz
uspto-grants-2016_01
Patentnummer
US09238644B2

Notizen zur Reaktion

Wird geladen…