Water → 1,1-Dimethylethyl 4-[(2-nitro-3-fluoro-5-methoxyphenyl)amino]-piperidinecarboxylate

HRID 447764Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 447764
[N+:1]([C:4]1[C:9](F)=[CH:8][C:7]([O:11][CH3:12])=[CH:6][C:5]=1[F:13])([O-:3])=[O:2].[NH2:14][CH:15]1[CH2:20][CH2:19][N:18]([C:21]([O:23][C:24]([CH3:27])([CH3:26])[CH3:25])=[O:22])[CH2:17][CH2:16]1.O.C(OCC)(=O)C>CN(C)C=O.C(N(C(C)C)CC)(C)C>[N+:1]([C:4]1[C:5]([F:13])=[CH:6][C:7]([O:11][CH3:12])=[CH:8][C:9]=1[NH:14][CH:15]1[CH2:16][CH2:17][N:18]([C:21]([O:23][C:24]([CH3:27])([CH3:26])[CH3:25])=[O:22])[CH2:19][CH2:20]1)([O-:3])=[O:2]

Komponenten

7

Edukt 4

HCID 962WaterHCID 8857Ethyl AcetateHCID 12682914-Amino-1-Boc-piperidineHCID 100127101,3-Difluoro-5-methoxy-2-nitrobenzene

Produkt 1

HCID 596832591,1-Dimethylethyl 4-[(2-nitro-3-fluoro-5-methoxyphenyl)amino]-piperidinecarboxylate

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6228DimethylformamideLösungsmittelHCID 81531DiisopropylethylamineLösungsmittel

Versuchsvorschrift

4-Nitro-3,5-difluoroanisole (D11) (370 mg, 2 mmol) was dissolved in dry dimethylformamide (3 ml) and diisopropylethylamine (0.4 ml), and 1,1-dimethylethyl 4-amino-1-piperidinecarboxylate (400 mg, 2 mmol) were added at room temperature. The mixture was stirred at room temperature for 18 h, then cooled to room temperature and water and ethyl acetate added. The organic layer was dried over MgSO4, filtered and evaporated, and the residue crystallised from diethyl ether to afford the title compound, 380 mg. M−−H=368.

Aufarbeitung

  1. temperaturecooled to room temperature
  2. dry with materialThe organic layer was dried over MgSO4
  3. filtrationfiltered
  4. customevaporated
  5. customthe residue crystallised from diethyl ether

Quellen und Nachweise

ORD-Eintrag
ord-2d7926662dc641918f85cc3e449e5200
Quelldatensatz
uspto-grants-2013_07
Patentnummer
US08481566B2

Notizen zur Reaktion

Wird geladen…