Ammonium formate → 2-Isopropoxy-4-(3-(2-methoxyethyl)-4-methylpiperazin-1-YL)aniline

HRID 518823ノート

反応式

HRID 518823 の反応式
C([O-])=O.[NH4+].[CH3:5][O:6][CH2:7][CH2:8][CH:9]1[CH2:14][N:13]([C:15]2[CH:20]=[CH:19][C:18]([N+:21]([O-])=O)=[C:17]([O:24][CH:25]([CH3:27])[CH3:26])[CH:16]=2)[CH2:12][CH2:11][N:10]1[CH3:28]>CO.[Pd]>[CH3:5][O:6][CH2:7][CH2:8][CH:9]1[N:10]([CH3:28])[CH2:11][CH2:12][N:13]([C:15]2[CH:20]=[CH:19][C:18]([NH2:21])=[C:17]([O:24][CH:25]([CH3:27])[CH3:26])[CH:16]=2)[CH2:14]1

参加物

5

反応物 2

HCID 2723923Ammonium formateHCID 866979882-(2-Methoxyethyl)-1-methyl-4-[4-nitro-3-(propan-2-yloxy)phenyl]piperazine

生成物 1

HCID 866979892-Isopropoxy-4-(3-(2-methoxyethyl)-4-methylpiperazin-1-YL)aniline収率 87.8%

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 887Methanol溶媒

反応条件

温度
80 °C

実験手順

112 mg of ammonium formate and 10 mg of Pd/C (10%) are added to a solution of 100 mg of 2-(2-methoxyethyl)-1-methyl-4-[4-nitro-3-(propan-2-yloxy)phenyl]piperazine in 2 ml of methanol. The reaction medium is microwave-heated at 80° C. for 5 minutes. The mixture is filtered on Clarcel and the Clarcel is rinsed with methanol. The filtrate is concentrated under reduced pressure. The residue is taken up with 10 ml of ethyl acetate and 2 ml of water. The two phases are separated, and the aqueous phase is washed with twice 10 ml of ethyl acetate. The combined organic phases are dried over magnesium sulfate, filtered and evaporated, so as to obtain 80 mg of 4-[3-(2-methoxyethyl)-4-methylpiperazin-1-yl]-2-(propan-2-yloxy)aniline in the form of a brown oil.

後処理

  1. filtrationThe mixture is filtered on Clarcel
  2. washthe Clarcel is rinsed with methanol
  3. concentrationThe filtrate is concentrated under reduced pressure
  4. customThe two phases are separated
  5. washthe aqueous phase is washed with twice 10 ml of ethyl acetate
  6. dry with materialThe combined organic phases are dried over magnesium sulfate
  7. filtrationfiltered
  8. customevaporated

出典と根拠

ORDレコード
ord-eaf1f8b2383d4f6eaa0c554b3d949b50
出典データセット
uspto-grants-2015_08
特許番号
US09115140B2

反応ノート

読み込み中…