Methanol → 3-Aminomethyl-5-chloro-4-fluoro-benzoic acid methyl ester

HRID 1527472Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1527472
[CH3:1][O:2][C:3](=[O:21])[C:4]1[CH:9]=[C:8]([Cl:10])[C:7]([F:11])=[C:6]([CH2:12][NH:13]C(OC(C)(C)C)=O)[CH:5]=1.C(O)(C(F)(F)F)=O.CO>C(Cl)Cl>[CH3:1][O:2][C:3](=[O:21])[C:4]1[CH:9]=[C:8]([Cl:10])[C:7]([F:11])=[C:6]([CH2:12][NH2:13])[CH:5]=1

Komponenten

5

Edukt 3

HCID 887MethanolHCID 6422Trifluoroacetic acidHCID 682835653-(tert-Butoxycarbonylamino-methyl)-5-chloro-4-fluoro-benzoic acid methyl ester

Produkt 1

HCID 682839273-Aminomethyl-5-chloro-4-fluoro-benzoic acid methyl ester

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a solution of 3-(tert-butoxycarbonylamino-methyl)-5-chloro-4-fluoro-benzoic acid methyl ester (4.25 g, 13.4 mmol) in CH2Cl2 (70 mL) was added TFA (10.3 mL, 134 mmol), and stirring was continued at RT overnight. Methanol was then added to the reaction mixture, and volatiles were removed in vacuo. The residue was taken up in methanol and concentrated again under reduced pressure to afford the title compound as a beige solid. MS (LC/MS): 218.0 [M+H]+; tR (HPLC conditions c): 3.10 min. The material thus obtained was used in the next reaction step without further purification.

Aufarbeitung

  1. customwere removed in vacuo
  2. concentrationconcentrated again under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-c6f8844dda9e48489b2bb2b724897a53
Quelldatensatz
uspto-grants-2015_07
Patentnummer
US09085555B2

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