Trifluoroacetic acid → n-(4-Amino-3-methylphenyl) {[(5-chloro(2-thienyl))sulfonyl]amino}-carboxamide

HRID 562678Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 562678
C(OC([NH:8][C:9]1[CH:14]=[CH:13][C:12]([NH:15][C:16]([NH:18][S:19]([C:22]2[S:23][C:24]([Cl:27])=[CH:25][CH:26]=2)(=[O:21])=[O:20])=[O:17])=[CH:11][C:10]=1[CH3:28])=O)(C)(C)C.C(O)(C(F)(F)F)=O>C(Cl)Cl>[NH2:8][C:9]1[CH:14]=[CH:13][C:12]([NH:15][C:16]([NH:18][S:19]([C:22]2[S:23][C:24]([Cl:27])=[CH:25][CH:26]=2)(=[O:21])=[O:20])=[O:17])=[CH:11][C:10]=1[CH3:28]

Komponenten

4

Edukt 2

HCID 6422Trifluoroacetic acidHCID 22064442N-(4-[(tert-butoxy)carbonylamino]-3-methylphenyl}{[(5-chloro(2-thienyl))sulfonyl]amino}carboxamide

Produkt 1

HCID 22064409n-(4-Amino-3-methylphenyl) {[(5-chloro(2-thienyl))sulfonyl]amino}-carboxamideAusbeute 136,7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a chilled solution of N-{4-[(tert-butoxy)carbonylamino]-3-methylphenyl}{[(5-chloro(2-thienyl))sulfonyl]amino}carboxamide (0.246 g, 0.55 mmol) in CH2Cl2 (5 mL) was added neat TFA (1.1 mL). The reaction mixture was stirred cold for 1.5 hr, concentrated in vacuo, azeotroped with heptane and dried to give N-(4-amino-3-methylphenyl){[(5-chloro(2-thienyl))sulfonyl]amino}-carboxamide (0.26 g) as the mono TFA salt. ES-MS (M+H)+=346.

Aufarbeitung

  1. concentrationconcentrated in vacuo
  2. customazeotroped with heptane
  3. customdried

Quellen und Nachweise

ORD-Eintrag
ord-81adf4c7e89e4c3aa3b8d7c3584ef5a9
Quelldatensatz
uspto-grants-2011_11
Patentnummer
US08067428B2

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