1,2-Dichloroethane → HCID 178452121, Verbindung

HRID 659784

Reaktionsgleichung

Reaktionsgleichung von HRID 659784
[N+:1]([C:4]1[C:5]([C:9]([OH:11])=O)=[N:6][NH:7][CH:8]=1)([O-:3])=[O:2].[NH2:12][CH:13]1[CH2:18][CH2:17][N:16]([C:19]([O:21][C:22]([CH3:25])([CH3:24])[CH3:23])=[O:20])[CH2:15][CH2:14]1.C(Cl)CCl.C1C=NC2N(O)N=NC=2C=1>CN(C=O)C>[C:22]([O:21][C:19]([N:16]1[CH2:17][CH2:18][CH:13]([NH:12][C:9]([C:5]2[C:4]([N+:1]([O-:3])=[O:2])=[CH:8][NH:7][N:6]=2)=[O:11])[CH2:14][CH2:15]1)=[O:20])([CH3:25])([CH3:23])[CH3:24]

Komponenten

6

Edukt 4

HCID 111,2-DichloroethaneHCID 181649HOAtHCID 12682914-Amino-1-Boc-piperidineHCID 178524956HCID 178524956, Verbindung

Produkt 1

HCID 178452121HCID 178452121, VerbindungAusbeute 241,9 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

4-Nitropyrazole-3-carboxylic acid (7.3 g; 15.9 mmol) was added to a stirred solution of 4-amino-1-Boc-piperidine (10.2 mg; 51 mmol), EDC (10.7 g; 55.8 mmol), and HOAt (55.8 g; 19.1 mmol) in DMF (100 ml), and then stirred at room temperature overnight. The solvent was removed by evaporation under reduced pressure and the residue triturated with water (250 ml). The resultant cream solid was collected by filtration, washed with water then dried under vacuum to give 13.05 g of 4-[(4-nitro-1H-pyrazole-3-carbonyl)-amino]-piperidine-1-carboxylic acid tert-butyl ester (LC/MS: Rt 2.50, [M+H]+ 340).

Aufarbeitung

  1. customThe solvent was removed by evaporation under reduced pressure
  2. customthe residue triturated with water (250 ml)
  3. filtrationThe resultant cream solid was collected by filtration
  4. washwashed with water
  5. customthen dried under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-96bb0c4c4e224d539215585bbf8e40dc
Quelldatensatz
uspto-grants-2011_12
Patentnummer
US08080666B2

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