3-AMINO-6-CHLORO-5-METHOXY PYRIDINE synthesis
- Product Name:3-AMINO-6-CHLORO-5-METHOXY PYRIDINE
- CAS Number:75711-01-2
- Molecular formula:C6H7ClN2O
- Molecular Weight:158.59
75711-00-1
115 suppliers
$26.00/100mg
75711-01-2
57 suppliers
$41.00/100mg
Yield: 93%
Reaction Conditions:
Stage #1:2-chloro-3-methoxy-5-nitropyridine with water;tin(ll) chloride in ethyl acetate at 20; for 1 h;
Stage #2: with sodium hydroxide in water;ethyl acetate
Steps:
46
To a stirred solution of 2-chloro-3-(methyloxy)-5-nitropyridine (3.00 g, 15.90 mmol) in EtOAc (75 ml) was added SnCl2 dihydrate (21.54 g, 95.00 mmol) and the resulting mixture was stirred at room temperature for 1 h. The reaction mixture was quenched with aqueous NaOH and extracted with EtOAc (5×75 ml). The collected organic layers were washed with water (3×75 ml), dried (Na2SO4), filtered and evaporated under reduced pressure to give the title compound D46 (2.34 g, 14.80 mmol, 93% yield) as a brown solid.UPLC: rt=0.43 min, peaks observed: 159 (M+1, 100%) and 161 (M+1, 33%). C6H7ClN2O requires 158.1H NMR (400 MHz, DMSO-d6) δ (ppm): 7.29 (d, 1H), 6.71 (d, 1H), 5.50 (bs, 2H), 3.77 (s, 3H).
References:
ALVARO, GIUSEPPE;AMANTINI, DAVID;BELVEDERE, SANDRO US2009/22670, 2009, A1 Location in patent:Page/Page column 22
16867-04-2
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$8.00/1g
75711-01-2
57 suppliers
$41.00/100mg
75710-99-5
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$45.00/100mg
75711-01-2
57 suppliers
$41.00/100mg