تفاعل #164996

ord-bf46d41806ab4fddae53589c10e3d18e

معادلة التفاعل

Nc1ncccc1-c1cc(Cc2ccc(OCc3ccccc3)cc2)no1
3-(3-(4-benzyloxy-benzyl)-isoxazol-5-yl)-pyridin-2-ylamine
O=C(O)C(F)(F)F
trifluoroacetic acid
O=C([O-])O.[Na+]
sodium hydrogencarbonate
CSc1ccccc1
thioanisole
Nc1ncccc1-c1cc(Cc2ccc(O)cc2)no1
title compound
المردود 100.0%
Nc1ncccc1-c1cc(Cc2ccc(O)cc2)no1
4-(5-(2-Amino-pyridin-3-yl)isoxazol-3-ylmethyl)-phenol
المردود 100.0%

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    workup.ADDITIONwas added the reaction mixture
  2. 2
    أخرىThe organic layer was separated
  3. 3
    غسيلwashed with saturated aqueous sodium chloride
  4. 4
    أخرىthe solvent was evaporated under a reduced pressure
  5. 5
    أخرىThe residue was purified by silica gel column chromatography (ethyl acetate:heptane=4:1)

الإجراء التجريبي

To a mixture of 3-(3-(4-benzyloxy-benzyl)-isoxazol-5-yl)-pyridin-2-ylamine (32 mg, 0.090 mmol) described in Example 1 and trifluoroacetic acid (1 mL) was added thioanisole (45 mg, 0.36 mmol) at room temperature, which was stirred for 2 hours at the same temperature. To a mixture of saturated aqueous sodium hydrogencarbonate solution and ethyl acetate was added the reaction mixture. The organic layer was separated and washed with saturated aqueous sodium chloride, and the solvent was evaporated under a reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate:heptane=4:1) to obtain the title compound (24 mg, 100%).

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US08841327B2uspto-grants-2014_09