Reaktion #43784

Reaktionsgleichung

161

7-{4-[2-(N-Benzyl-N-methylamino)-1-chloroethylidene]piperidin-1-yl}-1-cyclopropyl-6-fluoro-8-methoxy-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid trifluoroacetic acid salt

→

221

Ausbeute 15.0%

1-Cyclopropyl-6-fluoro-8-methoxy-7-[4-(2-methylaminoethylidene)piperidin-1-yl]-4-oxo-1,4-dihydroquinoline-3-carboxylic acid trifluoroacetic acid salt

Ausbeute 15.0%

Lösungsmittel

methanol formic acid

Reaktionsbedingungen

Aufarbeitung

1. 1
   FiltrationThe resulting mixture was filtered
2. 2
   Einengenconcentrated in vacuo
3. 3
   SonstigeThe residue was purified by HPLC (reverse phase C-18 column, 35-90% acetonitrile/water containing 0.1% trifluoroacetic acid)

Vorschrift

A solution of 161 (70 mg, 0.11 mmol) in methanol/formic acid (v/v=20/1) (14 mL) was treated with 10% Pd/C (35 mg, 7.3 mmol) under nitrogen at rt and stirred for 3 h. The resulting mixture was filtered and concentrated in vacuo. The residue was purified by HPLC (reverse phase C-18 column, 35-90% acetonitrile/water containing 0.1% trifluoroacetic acid) to afford the trifluoroacetic acid salt of 221 (8.3 mg, 15%) as a yellow solid. MS 416 (M+H).

Quelle