Trifluoroacetic acid → 2-Methyl-4-(piperazin-1-yl)quinoline

HRID 333931

反応式

HRID 333931 の反応式
[CH3:1][C:2]1[CH:11]=[C:10]([N:12]2[CH2:17][CH2:16][N:15](C(OC(C)(C)C)=O)[CH2:14][CH2:13]2)[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[N:3]=1.FC(F)(F)C(O)=O>ClCCl>[CH3:1][C:2]1[CH:11]=[C:10]([N:12]2[CH2:17][CH2:16][NH:15][CH2:14][CH2:13]2)[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[N:3]=1

参加物

4

反応物 2

HCID 6422Trifluoroacetic acidHCID 17750604HCID 17750604、化合物

生成物 1

HCID 7023182-Methyl-4-(piperazin-1-yl)quinoline収率 69%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To tert-butyl 4-(2-methyl-4-quinolyl)piperazine-1-carboxylate (4.382 g, 13.38 mmol) was added 40 ml of a 1:1 mixture of dichloromethane and trifluoroacetic acid. The mixture was stirred at room temperature for 15 minutes. The mixture was evaporated to dryness under reduced pressure and the residue dissolved in dichloromethane. The solution was washed with 5% sodium bicarbonate solution and 3M NaOH was added until the aqueous phase remained basic. The phases were separated, the aqueous phase was extracted twice with dichloromethane, the combined organic phases were washed with saturated sodium carbonate solution, water, dried over magnesium sulfate and evaporated to dryness. 2.1 g of a solid were obtained (9.25 mmol, 69%). MS (APCI): m/z=227.8 [M+1]+.

後処理

  1. customThe mixture was evaporated to dryness under reduced pressure
  2. dissolutionthe residue dissolved in dichloromethane
  3. washThe solution was washed with 5% sodium bicarbonate solution and 3M NaOH
  4. additionwas added until the aqueous phase
  5. customThe phases were separated
  6. extractionthe aqueous phase was extracted twice with dichloromethane
  7. washthe combined organic phases were washed with saturated sodium carbonate solution, water
  8. dry with materialdried over magnesium sulfate
  9. customevaporated to dryness

出典と根拠

ORDレコード
ord-bf15a9d46a7c4c29886ad66135f841f3
出典データセット
uspto-grants-2014_11
特許番号
US08883791B2

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