تفاعل #165366

معادلة التفاعل

sodium hydrogencarbonate

trifluoroacetic acid

3-(3-(4-benzyloxy-benzyl)-isoxazol-5-yl)-5-fluoro-pyridin-2-ylamine

thioanisole

→

title compound

المردود 98.0%

4-(5-(2-Amino-5-fluoro-pyridin-3-yl)-isoxazol-3-ylmethyl)-phenol

المردود 98.0%

ظروف التفاعل

المعالجة

1. 1
   استخلاصwhich was extracted with ethyl acetate
2. 2
   أخرىThe organic layer was separated
3. 3
   غسيلwashed with water and saturated aqueous sodium chloride
4. 4
   تجفيفdried over anhydrous magnesium sulfate
5. 5
   ترشيحfiltered
6. 6
   تركيزThe filtrate was concentrated under a reduced pressure
7. 7
   أخرىthe residue was purified by NH silica gel column chromatography (heptane:ethyl acetate=1:2˜ethyl acetate)

الإجراء التجريبي

To a trifluoroacetic acid (5 mL) solution of 3-(3-(4-benzyloxy-benzyl)-isoxazol-5-yl)-5-fluoro-pyridin-2-ylamine (180 mg, 0.48 mmol) described in Example 173 was added thioanisole (225 μL, 1.92 mmol), which was stirred for 6 hours at room temperature. A saturated sodium hydrogencarbonate aqueous solution was added to this reaction solution at 0° C., which was extracted with ethyl acetate. The organic layer was separated, washed with water and saturated aqueous sodium chloride, dried over anhydrous magnesium sulfate, and filtered. The filtrate was concentrated under a reduced pressure, and the residue was purified by NH silica gel column chromatography (heptane:ethyl acetate=1:2˜ethyl acetate) to obtain the title compound (134.0 mg, 98%).

المصدر