Yield:726134-79-8 89.5%

Reaction Conditions:

with hydrogen;5%-palladium/activated carbon in methanol at 20; under 3102.97 Torr;

Steps:

1.A

Raw materials Qty 1. (S)-2-AMINO-3- (4-NITRO PHENYL) PROPANOL-10. 0 Kg 2. Methanol-111. 0 Kg 3. 5% Palladium carbon (50% water wet) -2. 0 Kg 4. Ethyl acetate-24.0 Kg 5. n-Hexane-20.0 Kg 6. Hydrogen-as required Procedure Charge to the reactor the methanolic solution of (S)-2-AMINO-3- (4-NITRO phenyl)-propanol, and 5% palladium carbon catalyst and hydrogenate at about 60 psi of hydrogen at room temperature. On completion, filter off the catalyst through filter aid and wash with methanol. The methanol solution of NOVEL (S)-2-AMINO-3- (4-AMINOPHENYL) PROPANOL of the formula (II) is completely distilled under vacuum. Charge the mixture of ethyl acetate and n-Hexane to the residue. After cooling the solution to 10°C for about 2 hours, filter and wash the filtered product with n-hexane and dry it about 50°C in vacuum (7.6 Kg, 89.5% ; mp 108-112°C) HPLC purity - 99%. Analysis: C9H14N2O ; molecular weight: 166.0 IR spectrum-KBr disc Absence OF-N02 NH2 at 3307 and 3368 cm-1 UV spectrum-Methanol BMAX at 238.75 nm % MIN at 293.15nm 'H NMR (DMSO-D6) (PPM) 2.15-2. 30 and 2. 40-2. 55 (m, 2H, Ph-CH2) 2.60-2. 85 (m, LH, CH-NH2) 3.05-3. 20 and 3.20-3. 40 (m, 2H, CH2-OH) 6.40-6. 55 (d, 2H, Ar-protons) 6.75-6. 95 (d, 2H, Ar-protons) 13C NMR (DMSO-D6) 40.0 (Ar. CH2) 54.6 (-CH-NH2) 65.6 (-CH2-OH) (Ar. Carbon)

References:

WO2004/63175,2004,A1 Location in patent:Page 9-11