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

HRID 2172859
ノート
印刷プレビュー

反応式

HRID 2172859 の反応式
[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
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-8c2c7165758e4cbda236d485b93c263e
出典データセット
uspto-grants-2015_06
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09056865B2

反応ノート

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