2-(4-Fluorophenyl)acetic acid → N-Cyclopropyl-2-(4-fluorophenyl)acetamide

HRID 1351258

Reaktionsgleichung

Reaktionsgleichung von HRID 1351258
[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][C:9]([OH:11])=O)=[CH:4][CH:3]=1.[CH:12]1([NH2:15])[CH2:14][CH2:13]1.ON1C2C=CC=CC=2N=N1.CN(C)CCCN=C=NCC>CN(C)C=O.O>[CH:12]1([NH:15][C:9](=[O:11])[CH2:8][C:5]2[CH:4]=[CH:3][C:2]([F:1])=[CH:7][CH:6]=2)[CH2:14][CH2:13]1

Komponenten

7

Edukt 4

HCID 98372-(4-Fluorophenyl)acetic acidHCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 69828CyclopropylamineHCID 757711-Hydroxybenzotriazole

Produkt 1

HCID 21098726N-Cyclopropyl-2-(4-fluorophenyl)acetamideAusbeute 74,3 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

To a solution of 4-fluorophenylacetic acid (4.5 g) and cyclopropylamine (1.7 g) in N,N-dimethylformamide (60 mL) was added 1-Hydroxybenzotriazole (4.4 g), followed by 1-[3-(dimethylamino)propyl]-3-ethylcarbodiimide (WSC) hydrochloride (6.2 g) on an ice bath. This solution was stirred for 4.5 hours while gradually warming to room temperature. The reaction solution was poured into water (120 mL) on an ice bath, and the resulting solid was collected by filtration, washed with water, then dried, and the title compound (4.19 g) was obtained as a colorless solid.

Aufarbeitung

  1. filtrationthe resulting solid was collected by filtration
  2. washwashed with water
  3. customdried

Quellen und Nachweise

ORD-Eintrag
ord-a463893a2c434d32b3da73166255e073
Quelldatensatz
uspto-grants-2007_05
Patentnummer
US07217723B2

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