Benzoic acid, 4-fluoro-, ethyl ester → Ethyl 4-(3,4-dimethylpiperazin-1-yl)benzoate

HRID 16802

反応式

HRID 16802 の反応式
[CH3:1][N:2]1[CH2:7][CH2:6][NH:5][CH2:4][CH:3]1[CH3:8].F[C:10]1[CH:20]=[CH:19][C:13]([C:14]([O:16][CH2:17][CH3:18])=[O:15])=[CH:12][CH:11]=1>CC(N(C)C)=O>[CH3:8][CH:3]1[N:2]([CH3:1])[CH2:7][CH2:6][N:5]([C:10]2[CH:20]=[CH:19][C:13]([C:14]([O:16][CH2:17][CH3:18])=[O:15])=[CH:12][CH:11]=2)[CH2:4]1

参加物

4

反応物 2

HCID 67976Benzoic acid, 4-fluoro-, ethyl esterHCID 198037Dimethylpiperazine

生成物 1

HCID 57440404Ethyl 4-(3,4-dimethylpiperazin-1-yl)benzoate収率 32.5%

試薬・触媒・溶媒 1

HCID 31374Dimethylacetamide溶媒

反応条件

温度
150 °C

実験手順

1,2-Dimethylpiperazine (2.284 g, 20.00 mmol) and ethyl 4-fluorobenzoate (1.467 mL, 10 mmol) were dissolved in DMA (12 mL) and sealed in a microwave tube. The reaction was heated to 150° C. for 90 mins in the microwave reactor and cooled to room temperature. The reaction mixture was heated for a further 30 mins at 150° C. and cooled to room temperature. The reaction mixture was evaporated and the crude product was purified by silica column chromatography, eluting with 5% MeOH in DCM with 0.1% 0.880 ammonia. Pure fractions were evaporated to dryness to afford ethyl 4-(3,4-dimethylpiperazin-1-yl)benzoate (0.853 g, 32.5%) as a colourless waxy solid.

後処理

  1. customsealed in a microwave tube
  2. temperaturecooled to room temperature
  3. temperatureThe reaction mixture was heated for a further 30 mins at 150° C.
  4. temperaturecooled to room temperature
  5. customThe reaction mixture was evaporated
  6. customthe crude product was purified by silica column chromatography
  7. washeluting with 5% MeOH in DCM with 0.1% 0.880 ammonia
  8. customPure fractions were evaporated to dryness

出典と根拠

ORDレコード
ord-5666ca763c844f3f9c153be3ed2cb867
出典データセット
uspto-grants-2010_06
特許番号
US07737149B2

関連ノート

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