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ChemicalBook CAS DataBase List 1-Boc-3-(4-BroMo-1H-pyrazol-1-yl)azetidine

1-Boc-3-(4-BroMo-1H-pyrazol-1-yl)azetidine synthesis

2synthesis methods
2075-45-8 Synthesis
4-Bromopyrazole

2075-45-8
396 suppliers
$5.00/5g

141699-58-3 Synthesis
1-(Tert-butoxycarbonyl)-3-(methanesulfonyloxy)azetidine

141699-58-3
110 suppliers
$6.00/250mg

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Yield:877399-34-3 98%

Reaction Conditions:

with sodium hydride in N,N-dimethyl-formamide at 110; for 0.5 h;Microwave irradiation;

Steps:

59

A 5 mL microwave tube was charge with compound (2-4) (304 mg, 1.21 mmol); 4-bromopyrazole (2-5, 178 mg, 1.21 mmol) and NaH 60% in mineral oil (73 mg, 1.82 mmol.) with 2 mL of DMF. The resulting mixture was microwaved at 110 C. for 30 minutes. The reaction mixture was partitioned between EtOAc (200 mL) and saturated NaHCO3 solution (2x50 mL); brine (50 mL). The organic layer was dried (Na2SO4), then concentrated by vacuum to afford 360 mg of (L) as yellow oil (98%). 1H NMR (400 MHz, DMSO-D6) ? ppm 1.36-1.43 (m, 9H) 4.08 (s, 2H) 4.18-4.31 (m, 2H) 5.12-5.22 (m, 1H) 7.67 (s, 1H) 8.14 (s, 1H).

References:

US2006/46991,2006,A1 Location in patent:Page/Page column 57-58