2-FLUORO-5-(ISOPROPYLCARBAMOYL)BENZENEBORONIC ACID synthesis
- Product Name:2-FLUORO-5-(ISOPROPYLCARBAMOYL)BENZENEBORONIC ACID
- CAS Number:874289-49-3
- Molecular formula:C10H13BFNO3
- Molecular Weight:225.02
866775-09-9
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874289-49-3
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1052714-98-3
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Yield:1052714-98-3 98%
Reaction Conditions:
with sodium carbonate;dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2 in 1,2-dimethoxyethane;water at 120; for 1.5 h;Suzuki Coupling;
Steps:
Synthesis of methyl 3-amino- -(2-fluoro-5-isopropylcabamoyl)phenyl)-picolinate[00160] A solution of methyl 3-amino-6-bromopicolinate (1.0 equiv.),N-isopropyl 3-borono-4-fluorobenzamide (1.1 equiv.), and Pd(dppf)Cl2-DCM (0.15 equiv.) in DME/2M Na2C03 (3 : 1), at a concentration of 0.5 M, was stirred at 120°C for 1.5 hours. The reaction was filtered and washed with EtOAc. The organic was partitioned with H20 (25mL), washed with NaCl(sat.) (25mL), dried over MgS04, and the volatiles were removed in vacuo. The residue was diluted in EtOAc and passed through a silica gel plug and the volatiles were removed in vacuo yielding methyl 3-amino-6-(2- fluoro-5-isopropylcabamoyl)phenyl)picolinate (60%). LCMS (m/z): 332.2 (MH+); LC R, = 2.9 min.
References:
WO2012/4217,2012,A1 Location in patent:Page/Page column 69-70
866775-09-9
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$60.00/100mg
874289-49-3
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1052715-01-1
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