Reaktion #1244856

Reaktionsgleichung

tert-butyl 2-{[1-(3-chloro-4-cyano-2-methylphenyl)pyrrolidin-2-yl]acetyl}hydrazinecarboxylate

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title compound

2-[1-(3-chloro-4-cyano-2-methylphenyl)pyrrolidin-2-yl]acetohydrazide

Lösungsmittel

trifluoroacetic acid

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeRemove the solvent under reduced pressure
2. 2
   workup.DISSOLUTIONdissolve the residue into methanol
3. 3
   WaschenElute the column with methanol
4. 4
   EinengenConcentrate the methanolic ammonia fractions under reduced pressure

Vorschrift

Mix a solution of tert-butyl 2-{[1-(3-chloro-4-cyano-2-methylphenyl)pyrrolidin-2-yl]acetyl}hydrazinecarboxylate (0.897 g, 2.35 mmol) in trifluoroacetic acid at ambient temperature for 30 min. Remove the solvent under reduced pressure, dissolve the residue into methanol and apply to a cationic exchange column (10 g Isolute SCX-2). Elute the column with methanol then 2N methanolic ammonia. Concentrate the methanolic ammonia fractions under reduced pressure to obtain the title compound. (0.577 g, 88%) mass spectrum (m/e): 279.1 (M+H); 1H NMR (300 MHz, CDCl3): δ 7.41 (d, 1H), 6.82 (d, 1H), 7.30 (bs, 1H), 4.28 (t, 1H), 3.82 (m, 1H) 3.73 (s. 2H), 3.00 (m, 1H), 2.54 (m, 1H), 2.56 (s, 3H), 2.40 (s, 3H), 1.80-2.10 (m. 3H).

Quelle