3-(2-Nitro-benzoylamino)-thieno[2,3-c]pyrazole-1,5-dicarboxylic Acid 5-tert-butyl Ester 1-ethyl Ester → 3-(2-Amino-benzoylamino)-thieno[2,3-c]pyrazole-1,5-dicarboxylic Acid 5-tert-butyl Ester 1-ethyl Ester

HRID 549430Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 549430
[CH2:1]([O:3][C:4]([N:6]1[C:10]2[S:11][C:12]([C:14]([O:16][C:17]([CH3:20])([CH3:19])[CH3:18])=[O:15])=[CH:13][C:9]=2[C:8]([NH:21][C:22](=[O:32])[C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=2[N+:29]([O-])=O)=[N:7]1)=[O:5])[CH3:2]>C(OCC)(=O)C.[Pd]>[CH2:1]([O:3][C:4]([N:6]1[C:10]2[S:11][C:12]([C:14]([O:16][C:17]([CH3:20])([CH3:18])[CH3:19])=[O:15])=[CH:13][C:9]=2[C:8]([NH:21][C:22](=[O:32])[C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=2[NH2:29])=[N:7]1)=[O:5])[CH3:2]

Komponenten

4

Edukt 1

HCID 577372653-(2-Nitro-benzoylamino)-thieno[2,3-c]pyrazole-1,5-dicarboxylic Acid 5-tert-butyl Ester 1-ethyl Ester

Produkt 1

HCID 577372683-(2-Amino-benzoylamino)-thieno[2,3-c]pyrazole-1,5-dicarboxylic Acid 5-tert-butyl Ester 1-ethyl EsterAusbeute 97,2 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

The suspension of 3-(2-Nitro-benzoylamino)-thieno[2,3-c]pyrazole-1,5-dicarboxylic acid 5-tert-butyl ester 1-ethyl ester (984 mg, 2.136 mmol) and Pd/C 10% (200 mg) in ethyl acetate (AcOEt, 35 mL) was shaken under hydrogen pressure (40 psi) for 10 hours. The solid was filtered on celite, washed with AcOEt and the filtrate was evaporated under vacuum to yield 894 mg (97%) of title compound.

Aufarbeitung

  1. filtrationThe solid was filtered on celite
  2. washwashed with AcOEt
  3. customthe filtrate was evaporated under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-6b5ccae04b70410aba0c6966315f9acd
Quelldatensatz
uspto-grants-2011_05
Patentnummer
US07943654B2

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