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

HRID 912251
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HRID 912251 반응식
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]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 3

HCID 62657Potassium Phosphate, TribasicHCID 791961-EthylpiperazineHCID 59244769HCID 59244769, 화합물

생성물 1

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

시약·촉매·용매 3

HCID 167845palladium(II) acetate촉매
HCID 11269872
2-Dicyclohexylphosphino-2',6'-dimethoxybiphenyl
촉매
HCID 6228Dimethylformamide용매

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온도
100 °C

실험 절차

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%).

후처리

  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)

출처 및 근거

ORD 기록
ord-3329d1e0981640b48e87997bce9bcb6e
출처 데이터셋
uspto-grants-2011_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08022205B2

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