반응 #428435

반응 방정식

DCC

4-(pyridin-4-yl)benzoic acid

(S)-2-amino-3-phenylpropan-1-ol

DIEA

HOBT

→

N-[(1S)-1-benzyl-2-hydroxyethyl]-4-pyridin-4-ylbenzamide

용매

DMA

DMA

DMA

DMA

반응 조건

후처리

1. 1
   workup.ADDITIONwas added
2. 2
   workup.ADDITIONwas added
3. 3
   여과The reaction was filtered through Si-Carbonate, 6 ml-1 g
4. 4
   농축concentrated to dryness
5. 5
   workup.DISSOLUTIONThe residues were dissolved in 1:1 DMSO/MeOH
6. 6
   기타purified by reverse phase HPLC (TFA method)

실험 절차

In a microwave vial containing 3 eq. of PS-DCC, 4-(pyridin-4-yl)benzoic acid (20 mg, 0.1 mmol) was added dissolved in DMA (1.0 ml). Then a solution of HOBT (14 mg, 0.1 mmol) dissolved in DMA (0.3 ml) was added followed by the addition of DIEA (36 μl, 0.2 mmol) dissolved in DMA (0.3 ml) and the addition of (S)-2-amino-3-phenylpropan-1-ol (17 mg, 0.11 mmol) dissolved in DMA (0.6 ml). The mixture was heated in the microwave to 100° C. for 600 seconds. The reaction was filtered through Si-Carbonate, 6 ml-1 g supplied by Silicycle chemical Division and transferred to 20 ml vials. The reaction was checked by LC/MS and concentrated to dryness. The residues were dissolved in 1:1 DMSO/MeOH and purified by reverse phase HPLC (TFA method). Product was characterized by 1H NMR, MS and LC/MS.

출처