반응 #164961

반응 방정식

4′-methyl-5-(5-methyl-tetrazol-1-yl)-biphenyl-3-carboxylic acid

HOBt

2-methoxy-1-methyl-ethylamine

NMP

EDCI

→

4′-methyl-5-(5-methyl-tetrazol-1-yl)-biphenyl-3-carboxylic acid (2-methoxy-1-methyl-ethyl)-amide

수율 90.0%

용매

CH2Cl2

DMF

반응 조건

후처리

1. 1
   추출The mixture was extracted with ethyl acetate
2. 2
   세척the organic layer was washed with 2N aqueous NaOH, 1 N aqueous HCl, brine
3. 3
   건조dried over anhydrous Na2SO4
4. 4
   여과filtered
5. 5
   농축concentrated in vacuo
6. 6
   기타The residue was purified by Flash column chromatography
7. 7
   세척eluting with n-hexane:ethyl acetate (4:1)

실험 절차

To a stirred solution of 4′-methyl-5-(5-methyl-tetrazol-1-yl)-biphenyl-3-carboxylic acid (0.3402 mmol, 100 mg), HOBt (0.6804 mmol, 91.9 mg), 2-methoxy-1-methyl-ethylamine (0.4083 mmol, 43 μL) and NMP (1.0206 mmol, 112 μL) in CH2Cl2 (1 mL) and DMF (0.5 mL) was added EDCI (0.6804 mmol, 130.4 mg) at room temperature, and the mixture was stirred at room temperature for 18 hours. The mixture was extracted with ethyl acetate and the organic layer was washed with 2N aqueous NaOH, 1 N aqueous HCl, brine, dried over anhydrous Na2SO4, filtered, and concentrated in vacuo. The residue was purified by Flash column chromatography, eluting with n-hexane:ethyl acetate (4:1) to give 4′-methyl-5-(5-methyl-tetrazol-1-yl)-biphenyl-3-carboxylic acid (2-methoxy-1-methyl-ethyl)-amide (white powder, 90% yield). MS (M+H)=366.

출처