methyl 7-fluoro-6-(phenylamino)-3H-benzo[d]imidazole-5-carboxylate synthesis
- Product Name:methyl 7-fluoro-6-(phenylamino)-3H-benzo[d]imidazole-5-carboxylate
- CAS Number:606093-59-8
- Molecular formula:C15H12FN3O2
- Molecular Weight:285.27
64-18-6
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Yield:606093-59-8 86%
Reaction Conditions:
palladium(II) hydroxide/carbon in ethanol at 40 - 95; for 18 h;
Steps:
1B.E
4-Amino-3-fluoro-5-nitro-2-phenylamino-benzoic acid methyl ester (16.70 g, 54.71 mmol), formic acid (250 ml, 6.63 mol) and 20% Pd(OH)2/C (9.00 g, 16.91 mmol) in ethanol (250 mL) were stirred at 40 0C for two hours under N2 and then at 950C for 16 hours. The reaction mixture was cooled to room temperature and filtered through Celite rinsing with ethyl acetate. The filtrate was concentrated under reduced pressure to give a yellow solid. The solid was triturated with diethyl ether to give 13.47 g (86%) of the desired product as a tan solid. MS APCI (+) M/Z 286 (M+ 1) detected; MS APCI (-) m/z 284 (M-I) detected.
References:
WO2007/76245,2007,A2 Location in patent:Page/Page column 19
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