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1-Boc-3-aminoindazole synthesis

3synthesis methods
-

Yield:1204298-58-7 48%

Reaction Conditions:

with dmap;triethylamine in tetrahydrofuran at 20; for 1.5 h;

Steps:

28A Example 28A tert-l3utyl 3-amino-i H-indazole-1 -carboxylate

150mg (1.13 mmol) of 1 H-indazole-3-amine were initially charged in 3 ml of THF, 320 mg (1.46 mmol) of di-tert-butyl dicarbonate, 137 mg (1.35 mmol) of triethylamine and 48 mg (0.39 mmol) of dimethylaminopyridine were then added and the mixture was stirred at RT for 1.5 h. The reaction solution was diluted with ethyl acetate and washed in each case once with water, saturated aqueous ammonium chloride solution and saturated sodium chloride solution. The organic phase was dried over sodium sulphate and filtered and the filtrate was concentrated. The residue was purified by silica gel chromatography (mobile phase:cyclohexane/ethyl acetate 3/i->i/i). This gave 126 mg of the target compound (48% of theory).10457] LC-MS (Method 2): R=0.88 mm10458] MS (ESpos): mlz=234 (M+H)10459] ‘H-NMR (400 MHz, DMSO-d5): ?=i.58 (s, 9H),6.30 (s, 2H), 7.25 (t, 1H), 7.50 (t, 1H), 7.82 (d, 1H), 7.94 (d, 1H).

References:

US2016/362408,2016,A1 Location in patent:Paragraph 0455; 0456; 0457; 0458; 0459