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Potassium Phosphate, Tribasic → N-[3-(4-Ethyl-piperazin-1-yl)-phenyl]-N-methyl-acetamide

HRID 912251
ノート
印刷プレビュー

反応式

HRID 912251 の反応式
Br[C:2]1[CH:3]=[C:4]([N:8]([CH3:12])[C:9](=[O:11])[CH3:10])[CH:5]=[CH:6][CH:7]=1.P([O-])([O-])([O-])=O.[K+].[K+].[K+].[CH2:21]([N:23]1[CH2:28][CH2:27][NH:26][CH2:25][CH2:24]1)[CH3:22]>C([O-])(=O)C.[Pd+2].C([O-])(=O)C.COC1C=CC=C(OC)C=1C1C=CC=CC=1P(C1CCCCC1)C1CCCCC1.CN(C=O)C>[CH2:21]([N:23]1[CH2:28][CH2:27][N:26]([C:2]2[CH:3]=[C:4]([N:8]([CH3:12])[C:9](=[O:11])[CH3:10])[CH:5]=[CH:6][CH:7]=2)[CH2:25][CH2:24]1)[CH3:22]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

7

反応物 3

HCID 62657Potassium Phosphate, TribasicHCID 791961-EthylpiperazineHCID 59244769HCID 59244769、化合物

生成物 1

HCID 59245018N-[3-(4-Ethyl-piperazin-1-yl)-phenyl]-N-methyl-acetamide収率 80%

試薬・触媒・溶媒 3

HCID 167845palladium(II) acetate触媒
HCID 11269872
2-Dicyclohexylphosphino-2',6'-dimethoxybiphenyl
触媒
HCID 6228Dimethylformamide溶媒

反応条件

温度
100 °C

実験手順

To a DMF solution (2.5 ml) of N-(3-bromo-phenyl)-N-methyl-acetamide (114 mg) obtained in Step B, palladium acetate (1.1 mg), S-Phos (4.1 mg) and potassium phosphate (212.3 mg), 1-ethylpiperazine (76.2 μl) was added, and then the mixture was degassed under ultrasonic irradiation. This was stirred at 100° C. for 5 hours, followed by addition of water (10 ml), which was extracted with ethyl acetate (10 ml×2), and the organic layer was dried over sodium sulfate. After the sodium sulfate was filtered off, the solvent was distilled off under reduced pressure, followed by purification by silica gel column chromatography (dichloromethane/methanol=20/1 to 10/1), to obtain the desired compound (104.9 mg, 80%).

後処理

  1. customthe mixture was degassed under ultrasonic irradiation
  2. additionfollowed by addition of water (10 ml), which
  3. extractionwas extracted with ethyl acetate (10 ml×2)
  4. dry with materialthe organic layer was dried over sodium sulfate
  5. filtrationAfter the sodium sulfate was filtered off
  6. distillationthe solvent was distilled off under reduced pressure
  7. customfollowed by purification by silica gel column chromatography (dichloromethane/methanol=20/1 to 10/1)

出典と根拠

ORDレコード
ord-3329d1e0981640b48e87997bce9bcb6e
出典データセット
uspto-grants-2011_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08022205B2

反応ノート

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