Trifluoroacetic acid → 1-(2-Chloro-pyridin-3-yl)-piperazine

HRID 604295ノート

反応式

HRID 604295 の反応式
C(OC([N:8]1[CH2:13][CH2:12][N:11]([C:14]2[C:15]([Cl:20])=[N:16][CH:17]=[CH:18][CH:19]=2)[CH2:10][CH2:9]1)=O)(C)(C)C.FC(F)(F)C(O)=O>C(Cl)Cl>[Cl:20][C:15]1[C:14]([N:11]2[CH2:10][CH2:9][NH:8][CH2:13][CH2:12]2)=[CH:19][CH:18]=[CH:17][N:16]=1

参加物

4

反応物 2

HCID 6422Trifluoroacetic acidHCID 593218363-(4-BOC-piperazino)-2-chloropyridine

生成物 1

HCID 592522291-(2-Chloro-pyridin-3-yl)-piperazine収率 110.7%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

Stir 4-(2-chloro-pyridin-3-yl)-piperazine-1-carboxylic acid t-butyl ester (2.00 g, 6.72 mmol) in DCM (50 mL) at room temperature, then add trifluoroacetic acid (5 mL). Stir the reaction for 2 hr. and remove solvents in vacuo, then form the free base using SCX-2® chromatography washing with methanol then eluting with around 3 M ammonia in methanol. Concentrate in vacuo to give 1-(2-chloro-pyridin-3-yl)-piperazine as a brown oil (1.47 g, 110% yield). MS (m/z): 198 (M+1).

後処理

  1. customthe reaction for 2 hr
  2. customand remove solvents in vacuo
  3. customform the free base
  4. washwashing with methanol
  5. washthen eluting with around 3 M ammonia in methanol
  6. concentrationConcentrate in vacuo

出典と根拠

ORDレコード
ord-d53115fe79244f20a14584e559ad9bb3
出典データセット
uspto-grants-2011_03
特許番号
US07910588B2

反応ノート

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