5-Bromo-N-cyclopropylpyridine-2-carboxamide synthesis
- Product Name:5-Bromo-N-cyclopropylpyridine-2-carboxamide
- CAS Number:638219-77-9
- Molecular formula:C9H9BrN2O
- Molecular Weight:241.08
137178-88-2
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638219-77-9
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Yield:-
Reaction Conditions:
in dichloromethane at 18 - 25; for 2 h;
Steps:
25.1 Step 1: 5-Bromo-pyridine-2-carboxylic acid cyclopropylamide
To a solution of 5-bromo-pyridine-2-carboxylic acid methyl ester [(L.] [OEQ.)] (see Synth. Commun., [1997,] [27,] 515) in THF : MeOH (2: 1; 0.2M) was added aqueous LiOH (1M ; 3. [0EQ.).] The mixture was stirred for 12h, concentrated and dried under vacuum. The residue was diluted in CH2CI2 (0.2M), oxalyl chloride [(8.] [OEQ.)] was added and the mixture was stirred for 3h, concentrated, dried under vacuum and diluted in [CH2C12] (0.2M). Cyclopropylamine [(LOEQ.)] was added and the mixture was stirred for 2h, poured in saturated aqueous [NAHC03] and extracted with EtOAc (2x). The combined organic extracts were washed with brine, dried over [NA2S04,] filtered and concentrated. Flash chromatography (CH2Cl2 : EtOAc; 9: 1) afforded the title compound as a yellow solid.
References:
WO2004/814,2003,A1 Location in patent:Page 69
30766-11-1
397 suppliers
$3.00/1g
765-30-0
486 suppliers
$10.00/25g
638219-77-9
30 suppliers
$45.00/100mg