Boronic acid, [4-[(4-methyl-1-piperazinyl)carbonyl]phenyl]- (9CI) synthesis
- Product Name:Boronic acid, [4-[(4-methyl-1-piperazinyl)carbonyl]phenyl]- (9CI)
- CAS Number:374927-12-5
- Molecular formula:C12H17BN2O3
- Molecular Weight:248.09
Yield:374927-12-5 40%
Reaction Conditions:
with N-ethyl-N,N-diisopropylamine;bromo-tris-pyrrolydino-phosphonium-hexafluorophosphate in N,N-dimethyl-formamide at 20; for 14 h;Inert atmosphere;
Steps:
1.40
40) 4-(4-methylpiperazin -1-carbonyl)- phenyl-boronic acid [Show Image] N-methyl-piperazine (0.22 ml, 1.98 mmol) and PyBrOP (0.93 g, 2 mmol) were added to a stirred solution of 4-carboxy phenyl boronic acid (0.33 g, 1.98 mmol) and DIEA (0.7 ml, 4 mmol) in dry DMF (7 ml) under inert atmosphere. After 14 h at rt the solvent was removed under reduced pressure and crude purified by flash chromatography (CH2Cl2/EtOH/Et3N 75:20:5) giving 0.19 g (40%) of 4-(4-methylpiperazin -1-carbonyl)- phenyl-boronic acid. 1H NMR (400 MHz, CD3OD), δ (ppm): 7,85 (2 H, d); 7,66 (2 H, bd)
References:
EP2107054,2009,A1 Location in patent:Page/Page column 27-28
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