5-AMINO-2-FLUOROBENZYL ALCOHOL

A mixture of 2-fluoro-5-nitrobenzyl alcohol 1 (2.00 g, 11.9 mmol), iron powder (3.72 g, 66.8 mmol) and hydrochloric acid (265.84 mg, 7.28 mmol) was heated under reflux for 2 h. The hot mixture was filtered in Celite and allowed to reach room temperature. This aqueous phase was then basified with a saturated solution of sodium bicarbonate and extracted with CH2Cl2. The organic layer was separated, dried (Na2SO4), filtered, and concentrated by rotary evaporation to obtain the crude product as brown solid (1.51 g, 10.7 mmol, 90percent yield). IR (KBr): 3568, 3410, 2930, 1628, 1512, 1439, 1358, 1036, 874, 818, 737 cm−1; 1H-NMR (CDCl3) δ: 7.26 (br s, 2H), 6.84 (t, J=9.2 Hz, 1H), 6.75–6.69 (m, 1H), 6.61–6.50 (m, 1H) 4.67 (s, 2H).A mixture of 2-fluoro-5-nitrobenzyl alcohol 1 (2.00 g, 11.9 mmol), iron powder (3.72 g, 66.8 mmol) and hydrochloric acid (265.84 mg, 7.28 mmol) was heated under reflux for 2 h. The hot mixture was filtered in Celite and allowed to reach room temperature. This aqueous phase was then basified with a saturated solution of sodium bicarbonate and extracted with CH2Cl2. The organic layer was separated, dried (Na2SO4), filtered, and concentrated by rotary evaporation to obtain the crude product as brown solid (1.51 g, 10.7 mmol, 90percent yield). IR (KBr): 3568, 3410, 2930, 1628, 1512, 1439, 1358, 1036, 874, 818, 737 cm−1; 1H-NMR (CDCl3) δ: 7.26 (br s, 2H), 6.84 (t, J=9.2 Hz, 1H), 6.75–6.69 (m, 1H), 6.61–6.50 (m, 1H) 4.67 (s, 2H).2-Fluoro-5-aminophenylmethanol (VII) (2.82 g, 20 mmol) and 25 mL of methanol were added to the reaction flask, Ice bath to 0 , 60-65% by weight of concentrated nitric acid (3 mL, 30 mmol)And 50% by weightof monochlorideSolution(2 mL, 30 mmol), Heating up to 60-70 , Stirring reaction for 12-14 hours, TLC detection reaction is completed.Cooling to 0-5 , To the reaction solution was added 25 mL of methyl tert-butyl ether, There are solid precipitation, filtration, Followed by washing with water and cold acetonitrile, Dried to give 2.6 g of yield of 71.6% of 2-fluoro-5-guanidinophenylmethanol (III) as a yellow solid;In a round-bottomed flask, 374 mg of sodium hydride at 60% are introduced into 10 ml of tetrahydrofuran, 1g of

Molecular Weight:141.14
XLogP3:0.5
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:1
Exact Mass:141.058992041
Monoisotopic Mass:141.058992041
Topological Polar Surface Area:46.2
Heavy Atom Count:10
Complexity:110
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes