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Trifluoroacetic acid → HCID 59161339, 화합물

HRID 2066101
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HRID 2066101 반응식
[C:1]([C:3]1[CH:8]=[CH:7][C:6]([S:9]([N:12]2[CH2:17][CH2:16][N:15](C(OC(C)(C)C)=O)[CH2:14][C@@H:13]2[CH3:25])(=[O:11])=[O:10])=[C:5]([CH3:26])[CH:4]=1)#[N:2].C(O)(C(F)(F)F)=O>C(Cl)Cl>[CH3:26][C:5]1[CH:4]=[C:3]([CH:8]=[CH:7][C:6]=1[S:9]([N:12]1[CH2:17][CH2:16][NH:15][CH2:14][C@@H:13]1[CH3:25])(=[O:10])=[O:11])[C:1]#[N:2]
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참가 물질

4

반응물 2

HCID 6422Trifluoroacetic acidHCID 591613501,1-dimethylethyl (3S)-4-[(4-cyano-2-methylphenyl)sulfonyl]-3-methyl-1-piperazinecarboxylate

생성물 1

HCID 59161339HCID 59161339, 화합물수율 91.5%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

A solution of 1,1-dimethylethyl (3S)-4-[(4-cyano-2-methylphenyl)sulfonyl]-3-methyl-1-piperazinecarboxylate (may be prepared as described in Description 16) (3.71 g, 9.78 mmol) and TFA (5.00 ml, 64.9 mmol) in dry DCM (15 ml) was stirred at rt for 1 h, then concentrated under vacuum, azeotroping with toluene (25 ml). The residue was dissolved in MeOH (20 ml) and added to an SCX-2 cartridge (50 g), washing with MeOH. The product was eluted with 2M NH3 in MeOH; concentration under vacuum gave the title compound as a white solid (2.50 g).

후처리

  1. concentrationconcentrated under vacuum
  2. customazeotroping with toluene (25 ml)
  3. dissolutionThe residue was dissolved in MeOH (20 ml)
  4. additionadded to an SCX-2 cartridge (50 g)
  5. washwashing with MeOH
  6. washThe product was eluted with 2M NH3 in MeOH
  7. concentrationconcentration under vacuum

출처 및 근거

ORD 기록
ord-37b968ee45744c4f82972738daa862ab
출처 데이터셋
uspto-grants-2012_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08288388B2

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