4-BROMO-6-[(TERT-BUTOXYCARBONYL)AMINO]PYRIDINE-2-CARBOXYLIC ACID METHYL ESTER synthesis
- Product Name:4-BROMO-6-[(TERT-BUTOXYCARBONYL)AMINO]PYRIDINE-2-CARBOXYLIC ACID METHYL ESTER
- CAS Number:885326-87-4
- Molecular formula:C12H15BrN2O4
- Molecular Weight:331.16
293294-72-1
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75-65-0
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885326-87-4
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$495.99/5MG
Yield:885326-87-4 50%
Reaction Conditions:
with diphenyl phosphoryl azide;triethylamine in 1,4-dioxane at 20; for 3 h;Reflux;
Steps:
87 Synthesis of methyl 4-bromo-6-((tert-butoxycarbonyl)amino)picolinate
To a mixture of 4-bromo-6-(methoxycarbonyl)picolinic acid (1.25 g, 3.84 mmol, 1.0 eq), TEA (0.6 mL, 4.61 mmol, 1.2 eq), t-BuOH (8 mL) and 1,4-dioxane (20 mL) was added diphenylphosphoryl azide (1.27 g, 4.61 mmol, 1.2 eq) at rt. The reaction mixture was heated to reflux for 3 h and concentrated in vacuo. The residue was purified by silica gel column chromatography with PE/EA (6/1) as eluent to give methyl 4-bromo-6-((tert- butoxycarbonyl)amino)picolinate as a brown solid (793 mg, Y: 50%). ESI-MS (M+H) +: 331.0. 1H NMR (400 MHz, CDC13) δ: 8.42 (d, J = 1.4 Hz, 1H), 7.93 (d, J = 1.6 Hz, 1H), 7.65 (s, 1H), 3.98 (s, 3H), 1.51 (s, 9H).
References:
WO2016/11390,2016,A1 Location in patent:Page/Page column 143
162102-79-6
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885326-87-4
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499-51-4
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885326-87-4
13 suppliers
$495.99/5MG