반응 #559055

반응 방정식

4′-[(2-aminoethyl)oxy]-2′-methyl-3-biphenylcarboxamide trifluoroacetate

4,4-dimethylcyclohexanone

Et3N

→

title compound

4′-({2-[(4,4-Dimethylcyclohexyl)amino]ethyl}oxy)-2′-methyl-3-biphenylcarboxamide trifluoroacetate

용매

MeOH CH2Cl2 HOAc

반응 조건

후처리

1. 1
   기타the resin was removed by filtration
2. 2
   농축The filtrate was concentrated in vacuo
3. 3
   기타the residue was purified by RP-HPLC (C18 column, MeCN/H2O gradient with TFA additive)

실험 절차

To a solution of 4′-[(2-aminoethyl)oxy]-2′-methyl-3-biphenylcarboxamide trifluoroacetate (0.105 g; 0.273 mmol; Intermediate VII-1) and 4,4-dimethylcyclohexanone (0.038 g; 0.30 mmol; Intermediate Step 1 of III-1) in MeOH/CH2Cl2/HOAc (3 mL; 1:1 MeOH/CH2Cl2 with 5% HOAc) was added Et3N (0.040 mL; 0.27 mmol), followed by PS-BH3CN (0.32 g; ca. 4.2 mmol/g; ca. 1.35 mmol BH3CN). The mixture was agitated overnight at rt using an orbital shaker, and the resin was removed by filtration. The filtrate was concentrated in vacuo, and the residue was purified by RP-HPLC (C18 column, MeCN/H2O gradient with TFA additive) affording the title compound as a colorless foam. (LC/MS Method C) 2.24 min, m/z 381 (M+1, freebase).

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