[6-(2,4-Dichloro-phenyl)-imidazo[1,2-a]pyridin-7-ylmethyl]carbamic acid tert-butyl ester → C-[6-(2,4-dichloro-phenyl)-imidazo[1,2-a]pyridin-7-yl]-methylamine

HRID 420495Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 420495
C(OC(=O)[NH:7][CH2:8][C:9]1[C:14]([C:15]2[CH:20]=[CH:19][C:18]([Cl:21])=[CH:17][C:16]=2[Cl:22])=[CH:13][N:12]2[CH:23]=[CH:24][N:25]=[C:11]2[CH:10]=1)(C)(C)C>C(Cl)Cl.C(O)(C(F)(F)F)=O>[Cl:22][C:16]1[CH:17]=[C:18]([Cl:21])[CH:19]=[CH:20][C:15]=1[C:14]1[C:9]([CH2:8][NH2:7])=[CH:10][C:11]2[N:12]([CH:23]=[CH:24][N:25]=2)[CH:13]=1

Komponenten

4

Edukt 1

HCID 57906590[6-(2,4-Dichloro-phenyl)-imidazo[1,2-a]pyridin-7-ylmethyl]carbamic acid tert-butyl ester

Produkt 1

HCID 24849505C-[6-(2,4-dichloro-phenyl)-imidazo[1,2-a]pyridin-7-yl]-methylamineAusbeute 52,9 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6344DichloromethaneLösungsmittelHCID 6422Trifluoroacetic acidLösungsmittel

Versuchsvorschrift

A solution of [6-(2,4-dichloro-phenyl)-imidazo[1,2-a]pyridin-7-ylmethyl]-carbamic acid tert-butyl ester (30 mg, 0.07 mmol) in DCM (2 mL) and TFA (1 mL) was stirred at RT for 30 min, then concentrated to dryness. The remaining residue was purified by reverse phase prep-HPLC (Waters system) to give the title compound (2TFA salt, 19 mg, 0.037 mmol, 52%) as a white solid. MS: 293 [M+1]+; HPLC: AtRet=0.84.

Aufarbeitung

  1. concentrationconcentrated to dryness
  2. customThe remaining residue was purified by reverse phase prep-HPLC (Waters system)

Quellen und Nachweise

ORD-Eintrag
ord-d0912f7be82747908f2991f8392641b0
Quelldatensatz
uspto-grants-2012_01
Patentnummer
US08097617B2

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