Hydrochloric Acid → HCID 69545788, Verbindung

HRID 2086297Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2086297
C(OC([NH:8][C@H:9]1[CH2:13][CH2:12][N:11]([NH:14][CH:15]2[CH2:20][CH2:19][N:18]([C:21]3[CH:26]=[CH:25][N:24]=[CH:23][CH:22]=3)[CH2:17][CH2:16]2)[C:10]1=[O:27])=O)(C)(C)C.Cl.[CH3:29][O:30][C:31]1[CH:40]=[C:39]2[C:34]([CH:35]=[CH:36][C:37]([S:41](Cl)(=[O:43])=[O:42])=[CH:38]2)=[CH:33][CH:32]=1.C(=O)([O-])[O-].[Na+].[Na+]>CO.C(OCC)(=O)C.C(N(CC)CC)C.ClCCl>[CH3:29][O:30][C:31]1[CH:40]=[C:39]2[C:34]([CH:35]=[CH:36][C:37]([S:41]([NH:8][C@H:9]3[CH2:13][CH2:12][N:11]([NH:14][CH:15]4[CH2:16][CH2:17][N:18]([C:21]5[CH:22]=[CH:23][N:24]=[CH:25][CH:26]=5)[CH2:19][CH2:20]4)[C:10]3=[O:27])(=[O:43])=[O:42])=[CH:38]2)=[CH:33][CH:32]=1

Komponenten

9

Edukt 4

HCID 313Hydrochloric AcidHCID 10340Sodium CarbonateHCID 105152667-methoxynaphthalene-2-sulfonyl ChlorideHCID 69545831HCID 69545831, Verbindung

Produkt 1

HCID 69545788HCID 69545788, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 4

HCID 887MethanolLösungsmittelHCID 6344DichloromethaneLösungsmittelHCID 8471TriethylamineLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

A solution of (3S)-3-(tert-butoxycarbonylamino)-1-[1-(4-pyridyl)-4-piperidinylamino]-2-pyrrolidone (220 mg) in methanol (10 ml) was combined with a 4N solution of hydrochloric acid in ethyl acetate (10 ml) and stirred at room temperature for 30 minutes. The reaction mixture was concentrated and the residue obtained was combined with dichloromethane (20 ml) and triethylamine (700 ml), followed by 7-methoxynaphthalene-2-sulfonyl chloride (150 ml) at 0° C., and then stirred at room temperature for 1 hour. The reaction mixture was combined with an aqueous solution of sodium carbonate, extracted with dichloromethane, dried, concentrated and purified by a column chromatography dichloromethane: 10% aqueous ammonia-containing methanol=20:1) to obtain the title compound (123 mg) as a colorless amorphous material.

Aufarbeitung

  1. concentrationThe reaction mixture was concentrated
  2. customthe residue obtained
  3. stirringstirred at room temperature for 1 hour
  4. extractionextracted with dichloromethane
  5. customdried
  6. concentrationconcentrated
  7. custompurified by a column chromatography dichloromethane
  8. addition10% aqueous ammonia-containing methanol=20:1)

Quellen und Nachweise

ORD-Eintrag
ord-9093d822023f4eac817529dd88c436f1
Quelldatensatz
uspto-grants-2004_04
Patentnummer
US06723722B1

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