Reaktion #166290

Reaktionsgleichung

3,6-dichloropyridazine

(R)-1-N-Boc-2-methyl piperazine

N,N-diisopropylethylamine

→

compound 11

Ausbeute 82.0%

(R)-tert-butyl 4-(6-chloropyridazin-3-yl)-2-methylpiperazine-1-carboxylate

Ausbeute 82.0%

Lösungsmittel

ethyl acetate

Reaktionsbedingungen

Aufarbeitung

1. 1
   Waschenwashed with brine (2×)
2. 2
   Trocknendried over MgSO4
3. 3
   SonstigeThe salts were removed by filtration
4. 4
   Einengenthe filtrate was concentrated
5. 5
   Sonstigethe residue was purified by chromatography on silica gel eluting with 20% to 80% ethyl acetate in hexane

Vorschrift

A mixture of 3,6-dichloropyridazine (298 mg, 2 mmol) and (R)-1-N-Boc-2-methyl piperazine (401 mg, 2.0 mmol) in N,N-diisopropylethylamine (0.7 mL, 4 mmol) was stirred at 120° C. for 5 h. The reaction mixture was diluted with ethyl acetate and washed with brine (2×), then dried over MgSO4. The salts were removed by filtration and the filtrate was concentrated and the residue was purified by chromatography on silica gel eluting with 20% to 80% ethyl acetate in hexane to give compound 11 as a light yellow solid (511 mg, 82%). 1H NMR (500 MHz, CD3OD) δ 7.24 (1H, d, J=10 Hz), 6.88 (1H, d, J=10 Hz), 4.38 (1H, br s), 4.17 (1H, d, J=10 Hz), 4.05-3.97 (2H, m), 3.39 (1H, dd, J=15 Hz, J=5 Hz), 3.29 (1H, ddd, J=15 Hz, J=10 Hz, J=5 Hz), 1.51 (9H, s), 1.21 (3H, d, J=10 Hz) ppm; LCMS-ESI (POS), M/Z, M+1: Found 313.1, Calculated 313.1.

Quelle