Morpholine → Morpholine-4-carboxylic acid 1-benzyloxycarbonyl-2-[2-(4-fluorophenyl)acetyl]-pyrazolidin-4-yl ester

HRID 1061630Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1061630
[CH2:1]([O:8][C:9]([N:11]1[CH2:15][CH:14]([O:16][C:17](OC2C=CC([N+]([O-])=O)=CC=2)=[O:18])[CH2:13][N:12]1[C:29](=[O:38])[CH2:30][C:31]1[CH:36]=[CH:35][C:34]([F:37])=[CH:33][CH:32]=1)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[NH:39]1[CH2:44][CH2:43][O:42][CH2:41][CH2:40]1>ClCCl>[CH2:1]([O:8][C:9]([N:11]1[CH2:15][CH:14]([O:16][C:17]([N:39]2[CH2:44][CH2:43][O:42][CH2:41][CH2:40]2)=[O:18])[CH2:13][N:12]1[C:29](=[O:38])[CH2:30][C:31]1[CH:36]=[CH:35][C:34]([F:37])=[CH:33][CH:32]=1)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Komponenten

4

Edukt 2

HCID 8083MorpholineHCID 207247432-[2-(4-Fluorophenyl)acetyl]-4-(4-nitro-phenoxycarbonyloxy)-pyrazolidine-1-carboxylic acid benzyl ester

Produkt 1

HCID 20724738Morpholine-4-carboxylic acid 1-benzyloxycarbonyl-2-[2-(4-fluorophenyl)acetyl]-pyrazolidin-4-yl ester

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel2×

Versuchsvorschrift

2-[2-(4-Fluorophenyl)acetyl]-4-(4-nitro-phenoxycarbonyloxy)-pyrazolidine-1-carboxylic acid benzyl ester, 39, (462 mg, 0.882 mmol) is dissolved in dichloromethane (9 mL). Morpholine (770 μL, 8.82 mmol) is added and the reaction immediately develops a light yellow color. After stirring about 1.5 hours at room temperature, the reaction is diluted with dichloromethane (20 mL) and washed with a 5% solution of Na2CO3 (2×20 mL). The combined aqueous layers are extracted with dichloromethane (20 mL), the organic layers combined, washed with water, brine, and dried. The solvent is removed in vacuo to afford 414 mg of the desired product as a clear oil.

Aufarbeitung

  1. customthe reaction
  2. washwashed with a 5% solution of Na2CO3 (2×20 mL)
  3. extractionThe combined aqueous layers are extracted with dichloromethane (20 mL)
  4. washwashed with water, brine
  5. customdried
  6. customThe solvent is removed in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-3e9f248af5554030839bf0fa93d26e82
Quelldatensatz
uspto-grants-2005_11
Patentnummer
US06960593B2

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