3-fluoro-4-(1H-imidazol-1-yl)aniline synthesis
- Product Name:3-fluoro-4-(1H-imidazol-1-yl)aniline
- CAS Number:190200-19-2
- Molecular formula:C9H8FN3
- Molecular Weight:177.18
154164-56-4
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190200-19-2
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Yield:190200-19-2 88%
Reaction Conditions:
with sodium tetrahydroborate;nickel dichloride in methanol; for 0.5 h;
Steps:
27
To a mixture of nickel chloride hexahydrate (4.83 grams, 19.3 mmol) and 1- (2-FLUORO- 4-NITROPHENYL)-LH-IMIDAZOLE (2 grams, 9.7 MMOL), obtained in preparation 26, in methanol (10 mL) was added sodium borohydride (1.1 grams, 29.0 mmol) in portion and stirred for 0.5 hours. The reaction mixture was diluted with ethyl acetate (100 mL). The organic layer was washed with water followed by brine and dried over sodium sulfate. Evaporation of volatiles yielded the title compound as brown oil (1.5 grams, 88%). 'H NMR (CDCL3) : 8 7.79 (s, 1H), 7. 38 (t, J= 8.1 Hz, 1H), 7.23 (s, 2H), 6.97-6. 92 (M, 2H); MS (MULE) : 178 (M++1), 176.
References:
WO2004/101531,2004,A1 Location in patent:Page 62
369-34-6
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190200-19-2
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