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Trifluoroacetic acid → 5'-Chloro-3,5-dimethyl-2'-(piperazin-1-yl)-2,4'-bipyridine

HRID 2172859
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HRID 2172859 반응식
[Cl:1][C:2]1[C:3]([C:21]2[C:26]([CH3:27])=[CH:25][C:24]([CH3:28])=[CH:23][N:22]=2)=[CH:4][C:5]([N:8]2[CH2:13][CH2:12][N:11](C(OC(C)(C)C)=O)[CH2:10][CH2:9]2)=[N:6][CH:7]=1.C(O)(C(F)(F)F)=O.C(Cl)Cl.CO>C(Cl)Cl>[Cl:1][C:2]1[C:3]([C:21]2[C:26]([CH3:27])=[CH:25][C:24]([CH3:28])=[CH:23][N:22]=2)=[CH:4][C:5]([N:8]2[CH2:13][CH2:12][NH:11][CH2:10][CH2:9]2)=[N:6][CH:7]=1
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참가 물질

5

반응물 3

HCID 6422Trifluoroacetic acidHCID 21226129Dichloromethane methanolHCID 67508218Tert-butyl 4-(5'-chloro-3,5-dimethyl-2,4'-bipyridin-2'-yl)piperazine-1-carboxylate

생성물 1

HCID 675095955'-Chloro-3,5-dimethyl-2'-(piperazin-1-yl)-2,4'-bipyridine수율 97%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a solution of tert-butyl 4-(5′-chloro-3,5-dimethyl-2,4′-bipyridin-2′-yl)piperazine-1-carboxylate (5.6 g, 14 mmol) in CH2Cl2 (50 mL) was added TFA (25 mL). Then the mixture was stirred for 18 hours. TLC (CH2Cl2/MeOH=10:1) showed the starting material was consumed completely. After removal of the solvent, the residue was dissolved in CH2Cl2 (180 mL), basified with 3 N aq. NaOH until pH=11, washed with brine (40 mL), dried over Na2SO4, filtered and concentrated in vacuo to afford title compound (4.1 g, 97%) as orange oil.

후처리

  1. customwas consumed completely
  2. customAfter removal of the solvent
  3. dissolutionthe residue was dissolved in CH2Cl2 (180 mL)
  4. washwashed with brine (40 mL)
  5. dry with materialdried over Na2SO4
  6. filtrationfiltered
  7. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-8c2c7165758e4cbda236d485b93c263e
출처 데이터셋
uspto-grants-2015_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09056865B2

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