1,2-Dichloroethane → 2-chloro-N-(isoquinolin-6-yl)acetamide

HRID 1409661

Reaktionsgleichung

Reaktionsgleichung von HRID 1409661
[Cl:1][CH2:2][C:3]([OH:5])=O.C(Cl)CCl.[NH2:10][C:11]1[CH:12]=[C:13]2[C:18](=[CH:19][CH:20]=1)[CH:17]=[N:16][CH:15]=[CH:14]2>CN(C=O)C.CN(C1C=CN=CC=1)C>[Cl:1][CH2:2][C:3]([NH:10][C:11]1[CH:12]=[C:13]2[C:18](=[CH:19][CH:20]=1)[CH:17]=[N:16][CH:15]=[CH:14]2)=[O:5]

Komponenten

6

Edukt 3

HCID 111,2-DichloroethaneHCID 300Chloroacetic AcidHCID 5889916-Aminoisoquinoline

Produkt 1

HCID 249995012-chloro-N-(isoquinolin-6-yl)acetamide

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 142844-(Dimethylamino)pyridineKatalysatorHCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

To chloroacetic acid in DMF was added EDC, DMAP and 6-aminoisoquinoline. This mixture was stirred for 4 hours. The reaction was washed with NaHCO3(sat), extracted with EtOAc, dried (Na2SO4), filtered and evaporated. Column chromatography (SiO2, 5% MeOH/CH2Cl2) gave 2-chloro-N-(isoquinolin-6-yl)acetamide (E1).

Aufarbeitung

  1. washThe reaction was washed with NaHCO3(sat)
  2. extractionextracted with EtOAc
  3. dry with materialdried (Na2SO4)
  4. filtrationfiltered
  5. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-aa7cb571d2084709a5a28babe1feb6b6
Quelldatensatz
uspto-grants-2014_12
Patentnummer
US08921392B2

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