Ammonia → 2-Amino-2-oxoethyl 4-{6-[3-(trifluoromethyl)phenyl]-3-pyridyl}-1-piperazinecarboxylate

HRID 1640418Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1640418
[NH3:1].[F:2][C:3]([F:32])([F:31])[C:4]1[CH:5]=[C:6]([C:10]2[N:15]=[CH:14][C:13]([N:16]3[CH2:21][CH2:20][N:19]([C:22]([O:24][CH2:25][C:26](OCC)=[O:27])=[O:23])[CH2:18][CH2:17]3)=[CH:12][CH:11]=2)[CH:7]=[CH:8][CH:9]=1.O1CCCC1>CO>[F:2][C:3]([F:31])([F:32])[C:4]1[CH:5]=[C:6]([C:10]2[N:15]=[CH:14][C:13]([N:16]3[CH2:21][CH2:20][N:19]([C:22]([O:24][CH2:25][C:26]([NH2:1])=[O:27])=[O:23])[CH2:18][CH2:17]3)=[CH:12][CH:11]=2)[CH:7]=[CH:8][CH:9]=1

Komponenten

5

Edukt 3

HCID 222AmmoniaHCID 8028TetrahydrofuranHCID 602095622-(Ethyloxy)-2-oxoethyl 4-{6-[3-(trifluoromethyl)phenyl]-3-pyridyl}-1-piperazinecarboxylate

Produkt 1

HCID 592182172-Amino-2-oxoethyl 4-{6-[3-(trifluoromethyl)phenyl]-3-pyridyl}-1-piperazinecarboxylate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel2×

Versuchsvorschrift

5.90 ml (41.40 mmol) of a solution of ammonia (7N) in methanol are added to a solution of 0.30 g (0.69 mmol) of 2-(ethyloxy)-2-oxoethyl 4-{6-[3-(trifluoromethyl)phenyl]-3-pyridyl}-1-piperazinecarboxylate, obtained in step 7.5. of Example 7, in 6 ml of a 1/1 mixture of methanol and tetrahydrofuran. Stirring is continued at room temperature for 22 hours. After concentrating under reduced pressure, the residue obtained is purified by chromatography on silica gel, eluting with a 96/4 mixture of dichloromethane and methanol, followed by washing with diisopropyl ether. 0.19 g of pure product is obtained in the form of a yellow solid.

Aufarbeitung

  1. customobtained in step 7.5
  2. concentrationAfter concentrating under reduced pressure
  3. customthe residue obtained
  4. customis purified by chromatography on silica gel
  5. washeluting with a 96/4 mixture of dichloromethane and methanol
  6. washby washing with diisopropyl ether

Quellen und Nachweise

ORD-Eintrag
ord-f82e63aba68b4fadb6f8bb997eaac089
Quelldatensatz
uspto-grants-2012_02
Patentnummer
US08114866B2

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