(4'-{4-[4-(Propane-1-sulfonyl)-piperazin-1-ylmethyl]-phenylcarbamoyl}-6-trifluoromethoxy-biphenyl-3-yl)-carbamic acid tert-butyl ester → 5'-Amino-2'-trifluoromethoxy-biphenyl-4-carboxylic acid {4-[4-(propane-1-sulfonyl)-piperazin-1-ylmethyl]-phenyl}-amide

HRID 1678498Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1678498
C(OC(=O)[NH:7][C:8]1[CH:9]=[C:10]([C:19]2[CH:24]=[CH:23][C:22]([C:25](=[O:46])[NH:26][C:27]3[CH:32]=[CH:31][C:30]([CH2:33][N:34]4[CH2:39][CH2:38][N:37]([S:40]([CH2:43][CH2:44][CH3:45])(=[O:42])=[O:41])[CH2:36][CH2:35]4)=[CH:29][CH:28]=3)=[CH:21][CH:20]=2)[C:11]([O:14][C:15]([F:18])([F:17])[F:16])=[CH:12][CH:13]=1)(C)(C)C>C(Cl)Cl.FC(F)(F)C(O)=O>[CH2:43]([S:40]([N:37]1[CH2:38][CH2:39][N:34]([CH2:33][C:30]2[CH:31]=[CH:32][C:27]([NH:26][C:25]([C:22]3[CH:23]=[CH:24][C:19]([C:10]4[CH:9]=[C:8]([NH2:7])[CH:13]=[CH:12][C:11]=4[O:14][C:15]([F:17])([F:18])[F:16])=[CH:20][CH:21]=3)=[O:46])=[CH:28][CH:29]=2)[CH2:35][CH2:36]1)(=[O:41])=[O:42])[CH2:44][CH3:45]

Komponenten

4

Edukt 1

HCID 59822362(4'-{4-[4-(Propane-1-sulfonyl)-piperazin-1-ylmethyl]-phenylcarbamoyl}-6-trifluoromethoxy-biphenyl-3-yl)-carbamic acid tert-butyl ester

Produkt 1

HCID 598223685'-Amino-2'-trifluoromethoxy-biphenyl-4-carboxylic acid {4-[4-(propane-1-sulfonyl)-piperazin-1-ylmethyl]-phenyl}-amideAusbeute 95,6 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6344DichloromethaneLösungsmittelHCID 6422Trifluoroacetic acidLösungsmittel

Versuchsvorschrift

(4′-{4-[4-(propane-1-sulfonyl)-piperazin-1-ylmethyl]-phenylcarbamoyl}-6-trifluoromethoxy-biphenyl-3-yl)-carbamic acid tert-butyl ester (459 mg) in DCM (4 ml) and Trifluoroacetic Acid (4 ml) was stirred for 2 hrs. The mixture was evaporated and the residue partitioned between EtOAc and saturated potassium carbonate. The dried extracts were then evaporated giving the title compound as a tan foam (374 mg).

Aufarbeitung

  1. customThe mixture was evaporated
  2. customthe residue partitioned between EtOAc and saturated potassium carbonate
  3. customThe dried extracts were then evaporated

Quellen und Nachweise

ORD-Eintrag
ord-43a8d680716a4560b69edaee6e5e357c
Quelldatensatz
uspto-grants-2011_08
Patentnummer
US08008303B2

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