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425379-93-7

[3-fluoro-4-(1H-pyrazol-1-yl)phenyl]amine synthesis

2synthesis methods
-

Yield:425379-93-7 90%

Reaction Conditions:

with sodium tetrahydroborate;nickel dichloride in methanol; for 0.5 h;

Steps:

30

To a mixture of nickel chloride hexahydrate (6.70 grams, 28.80 mmol) and 1-(2- fluoro-4-nitrophenyl)-1H-pyrazole (3.00 grams, 14.49 mmol), obtained in preparation 29, in methanol (50 mL) was added sodium borohydride (1.65 grams, 43.40 mmol) in portion and stirred for 0.5 hours. The reaction mixture was diluted with ethyl acetate (500 mL) and the organic layer was washed with water followed by brine and dried over sodium sulfate. Evaporation of volatiles yielded the title compound as brown solid (2.30 grams, 90%). IH NMR (CDCL3) : 8 7.81 (s, 1H), 7.79 (s, 1H), 7.55 (t, J= 8.6 Hz, 1H), 6.67-6. 42 (M, 3H), 3.80 (bs, 2H); MS (m/2) : 178 (M++1) ; IR (neat, EX-1) : 3351,1633, 1532.

References:

WO2004/101531,2004,A1 Location in patent:Page 63