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18162-48-6872-50-4Methylene ChloridenaphthaleneTHFTitanium Dioxide
887147-22-0

Carbamic acid, N-(6-chloro-1-methyl-1H-imidazo[4,5-c]pyridin-4-yl)-N-methyl-, 1,1-dimethylethyl ester synthesis

12synthesis methods
6-CHLORO-N,1-DIMETHYL-1H-IMIDAZO[4,5-C]PYRIDIN-4-AMINE

887147-21-9
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24424-99-5 Synthesis
Di-tert-butyl dicarbonate

24424-99-5
859 suppliers
$13.50/25G

Carbamic acid, N-(6-chloro-1-methyl-1H-imidazo[4,5-c]pyridin-4-yl)-N-methyl-, 1,1-dimethylethyl ester

887147-22-0
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Yield:887147-22-0 82%

Reaction Conditions:

with dmap in acetonitrile at 75; for 2.75 h;

Steps:

A1.9

A1.9: 4-[N-(Methv?-N-fer/butyloxycarbonyl')aniino1-6-chloro-l-methyl-lH- imidazo[4.5 -cl pyridine A1.9A mixture of A1.8 (0.44 g; 2.2 mmol), di-f-butyl-dicarbonate (0.6 g; 2.8 mmol) and 4-dimethylaminopyridine (0.11 g; 0.9 mmol) in acetonitrile was heated to 75° C. for 2 hr. Additional di-t-butyl-dicarbonate (0.9 g; 4.2 mmol) was added and heating was continued for 30 minutes. Additional di-t-butyl-dicarbonate (0.3 g; 1.4 mmol) was added and heating was continued for 15 minutes. After removing the volatiles in vacuo, the residue was partitioned between ethyl acetate (75 ml) and water(50 ml). The organic layer was washed with 1% potassiumbisulfate solution (30 ml), saturated sodium bicarbonate solution (20 ml) and brine (20 ml). After drying(MgSO4) and concentration, the residue was chromatographed on a 2.5 x 18 cm silica gel column eluted with ethyl acetate. Concentration of the pure fractions afforded0.53 g (82%) of A1.9 as a peach colored foam. 1H-NMR (CDCl3) δ: 7.87 (IH, s),7.24 (IH, s), 3.82 (3 H, s), 3.44 (3H, s), 1.43 (9H, s).

References:

WO2006/53166,2006,A1 Location in patent:Page/Page column 60

16063-69-7 Synthesis
2,4,6-Trichloropyridine

16063-69-7
216 suppliers
$40.00/5g

Carbamic acid, N-(6-chloro-1-methyl-1H-imidazo[4,5-c]pyridin-4-yl)-N-methyl-, 1,1-dimethylethyl ester

887147-22-0
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References
2,6-dichloro-N-Methylpyridin-4-aMine

175461-33-3
61 suppliers
$53.00/100mg

Carbamic acid, N-(6-chloro-1-methyl-1H-imidazo[4,5-c]pyridin-4-yl)-N-methyl-, 1,1-dimethylethyl ester

887147-22-0
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References
887147-20-8 Synthesis
2,6-dichloro-N-Methyl-3-nitropyridin-4-aMine

887147-20-8
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Carbamic acid, N-(6-chloro-1-methyl-1H-imidazo[4,5-c]pyridin-4-yl)-N-methyl-, 1,1-dimethylethyl ester

887147-22-0
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References
4-Pyridinamine, 2,6-dichloro-N-methyl-N-nitro-

914942-85-1
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Carbamic acid, N-(6-chloro-1-methyl-1H-imidazo[4,5-c]pyridin-4-yl)-N-methyl-, 1,1-dimethylethyl ester

887147-22-0
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References