4-Fluoro-2-methylaniline → 1-(4-Fluoro-2-methylphenyl)piperazine dihydrochloride

HRID 69730

反応式

HRID 69730 の反応式
[ClH:1].[Cl:2][CH2:3][CH2:4][NH:5][CH2:6][CH2:7]Cl.[F:9][C:10]1[CH:16]=[CH:15][C:13]([NH2:14])=[C:12]([CH3:17])[CH:11]=1>CC(O)C>[ClH:2].[ClH:1].[F:9][C:10]1[CH:16]=[CH:15][C:13]([N:14]2[CH2:7][CH2:6][NH:5][CH2:4][CH2:3]2)=[C:12]([CH3:17])[CH:11]=1

参加物

4

反応物 2

HCID 679824-Fluoro-2-methylanilineHCID 522769Bis(2-chloroethyl)amine hydrochloride

生成物 1

HCID 184230711-(4-Fluoro-2-methylphenyl)piperazine dihydrochloride収率 5.6%

試薬・触媒・溶媒 1

HCID 3776Isopropanol溶媒2 回

反応条件

温度
100 °C

実験手順

Bis(2-chloroethyl)amine hydrochloride (1.79 g, 10.03 mmol) and 4-fluoro-2-methylaniline (1.26 g, 10.07 mmol) were dissolved in 2-propanol (Volume: 10 mL) and stirred in a closed vial at 100° C. overnight. The reaction mixture was diluted with i-PrOH (10 mL) and cooled to 10° C. The resulting precipitate was filtered and purified using HPLC (10-80% ACN in water, TFA-buffered). The fractions were concentrated in vacuo, suspended in ether (3 mL) and treated with 4N HCl in dioxane (1 mL). The precipitate was filtered and dried in vacuum to afford 1-(4-fluoro-2-methylphenyl)piperazine dihydrochloride (150 mg, 0.561 mmol, 5.60% yield). ESI-MS: m/z 195 (M+H)+.

後処理

  1. temperaturecooled to 10° C
  2. filtrationThe resulting precipitate was filtered
  3. custompurified
  4. concentrationThe fractions were concentrated in vacuo
  5. additiontreated with 4N HCl in dioxane (1 mL)
  6. filtrationThe precipitate was filtered
  7. customdried in vacuum

出典と根拠

ORDレコード
ord-d1a58bff758f4adc97b8d733c6b1ea16
出典データセット
uspto-grants-2014_09
特許番号
US08822470B2

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