Diisopropylethylamine → HCID 57660946, compound

Participants

Reaction Steps

1.7 g (9.3 mmol) Cu(OAc)2 and 26 ml NEt3 together with 900 mg (3.1 mmol) of (2) were suspended in 300 ml DCE. After adding 1.7 g (9.3 mmol) of (1) the mixture was stirred 18 h and the solvent was removed. The remaining oil was dissolved in ethyl acetate, washed with sodium acetate buffer (pH 4) and dried over Na2SO4. The solvent was removed under reduced pressure. The crude product was dissolved in 50 ml DMF and stirred with 4.7 g (12.4 mmol) HATU, 3.18 ml (18.6 mmol) DIPEA and 10 ml MeOH for 4 hours. Same amounts of HATU and DIPEA were added and the reaction mixture was stirred for 4 h at room temperature. After diluting with 300 ml ethyl acetate and washing four times with 2 N NaOH/brine (2:1) and with brine the solution was dried over Na2SO4 and concentrated in vacuo. Chromatography on silica gel with hexane/ethyl acetate was used to obtain pure (3).

Provenance & Evidence