Triethylamine → 3-(4-t-butylphenyl)-N-(4-methanesulfonylamino-3-vinylbenzyl)acryl Amide

HRID 2358395노트

반응식

HRID 2358395 반응식
[NH2:1][CH2:2][C:3]1[CH:8]=[CH:7][C:6]([NH:9][S:10]([CH3:13])(=[O:12])=[O:11])=[C:5]([CH:14]=[CH2:15])[CH:4]=1.[C:16]([C:20]1[CH:25]=[CH:24][C:23]([CH:26]=[CH:27][C:28](O)=[O:29])=[CH:22][CH:21]=1)([CH3:19])([CH3:18])[CH3:17].C(N(CC)CC)C.C(OP(C#N)(=O)OCC)C>CN(C=O)C>[C:16]([C:20]1[CH:21]=[CH:22][C:23]([CH:26]=[CH:27][C:28]([NH:1][CH2:2][C:3]2[CH:8]=[CH:7][C:6]([NH:9][S:10]([CH3:13])(=[O:12])=[O:11])=[C:5]([CH:14]=[CH2:15])[CH:4]=2)=[O:29])=[CH:24][CH:25]=1)([CH3:19])([CH3:17])[CH3:18]

참가 물질

6

반응물 4

HCID 8471TriethylamineHCID 76257Diethyl cyanophosphonateHCID 7248384-Tert-butylcinnamic acidHCID 57665523N-(4-aminomethyl-2-vinylphenyl)methanesulfonamide

생성물 1

HCID 684536133-(4-t-butylphenyl)-N-(4-methanesulfonylamino-3-vinylbenzyl)acryl Amide수율 51%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

A dried 25 ml two-neck round bottom flask was filled with argon gas and the solution of N-(4-aminomethyl-2-vinyl-phenyl)-methanesulfonamide (51 mg, 0.23 mmol) and 3-(4-t-butyl-phenyl)-acrylic acid (1.2 eq, 0.27 mmol, 55.26 mg) in DMF was put into the flask. To the solution were added triethylamine (2 eq, 0.46 mmol, 64.12 mg) and diethylcyanophosphonate (1.2 eq, 0.27 mmol, 41.88 μl) and stirred for 12 hours. After confirming the completion of the reaction with TLC, the reaction solution was extracted with methylenechloride, washed with water and brine, dried over Na2SO4, filtered and concentrated under reduced pressure. The obtained liquid was column-chromatographed (n-hexane/ethyl acetate=1/1) to yield a white solid (48.4 mg, 43.37%).

후처리

  1. additionA dried 25 ml two-neck round bottom flask was filled with argon gas
  2. customthe completion of the reaction with TLC
  3. extractionthe reaction solution was extracted with methylenechloride
  4. washwashed with water and brine
  5. dry with materialdried over Na2SO4
  6. filtrationfiltered
  7. concentrationconcentrated under reduced pressure
  8. customThe obtained liquid was column-chromatographed (n-hexane/ethyl acetate=1/1)

출처 및 근거

ORD 기록
ord-a33724fc04d84833b7154840d018cfe6
출처 데이터셋
uspto-grants-2010_07
특허 번호
US07763657B2

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