3-Amino-5-bromotoluene, HCl synthesis

3synthesis methods

Product Name:3-Amino-5-bromotoluene, HCl
CAS Number:957034-79-6
Molecular formula:C6H6BrClNR
Molecular Weight:207.48

24424-99-5 Synthesis

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

957034-79-6
38 suppliers
$16.00/1g

tert-butyl 3-bromo-5-methylphenylcarbamate

1405128-28-0
9 suppliers
inquiry

Yield:1405128-28-0 20%

Reaction Conditions:

with triethylamine;dmap in acetonitrile at 60;

Steps:

1

A mixture of 3-bromo-5- methylaniline, HC1 salt (2.50 g, 1 1.24 mmol, Sigma-Aldrich), Boc₂0 (2.57 g, 11.80 mmol), DMAP (137 mg, 1.12 mmol) and triethylamine (1.64 mL, 11.80 mmol) in ACN (23 ml) was stirred at 60 °C overnight. The mixture was concentrated and the crude material was purified by silica gel chromatography (10 % EtOAc in hexanes) to provide teri-butyl (3-bromo-5-methylphenyl)carbamate (630 mg, 2.20 mmol, 20 % yield) as a tan oil. MS (ESI, pos. ion) m/z: 230.0, 231.0 (M-i-Bu+1). ^.H NMR (400 MHz, CDCl₃) δ ppm 7.39 (t, J=2.05 Hz, 1 H), 7.09 (s, 1 H), 6.96 - 7.02 (m, 1 H), 6.41 (br. s., 1 H), 2.29 (s, 3 H), 1.51 (s, 9 H).

References:

WO2012/148775,2012,A1 Location in patent:Page/Page column 91

957034-79-6
38 suppliers
$16.00/1g

tert-Butyl N-[3-methyl-5-(tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]carbamate

1352413-09-2
12 suppliers
inquiry

References

957034-79-6
38 suppliers
$16.00/1g

Carbamic acid, N-[3-(3-amino-4-pyridinyl)-5-methylphenyl]-, 1,1-dimethylethyl ester

1405128-30-4
0 suppliers
inquiry

References