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1-Methylpiperazine → N-[5-(4-methylpiperazin-1-yl)pyrazin-2-yl]acetamide

HRID 203
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HRID 203 반응식
CC(=O)Nc1cnc(Br)cn1.CN1CCNCC1>CC(C)(C)P(C(C)(C)C)C(C)(C)C.CC(C)(C)[O-].CN(C)C=O.O=C(/C=C/c1ccccc1)/C=C/c1ccccc1.O=C(/C=C/c1ccccc1)/C=C/c1ccccc1.O=C(/C=C/c1ccccc1)/C=C/c1ccccc1.[K+].[Pd].[Pd]>CC(=O)Nc1cnc(N2CCN(C)CC2)cn1
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참가 물질

7

반응물 2

HCID 531671-MethylpiperazineHCID 58574049N-(5-Bromopyrazin-2-YL)acetamide

생성물 1

HCID 59983941N-[5-(4-methylpiperazin-1-yl)pyrazin-2-yl]acetamide수율 79.51%

시약·촉매·용매 4

HCID 23665647Potassium tert-butoxide시약HCID 83681Tris(1,1-dimethylethyl)phosphine촉매
HCID 9811564
Bis(dibenzylideneacetone)palladium
촉매
HCID 6228Dimethylformamide용매

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온도
120 °C

실험 절차

1-methylpiperazine (2.318 g, 23.14 mmol), N-(5-bromopyrazin-2-yl)acetamide (1 g, 4.63 mmol), tri-tert-butylphosphine (1.873 g, 9.26 mmol), tris(dibenzylideneacetone)dipalladium (0.085 g, 0.09 mmol) and potassium 2-methylpropan-2-olate (1.039 g, 9.26 mmol) were suspended in DMF (9.26 ml) and sealed into a microwave tube. The reaction was heated to 120 °C for 40 minutes in the microwave reactor and cooled to RT. The mixture was diluted with methanol and acidified with HCl, then the solution was purified by ion exchange chromatography, using an SCX column. The desired product was eluted from the column using 7M NH3/MeOH and pure fractions were evaporated to dryness to afford N-(5-(4-methylpiperazin-1-yl)pyrazin-2-yl)acetamide (0.866 g, 80 %) as a dark oil. Used without further purification.

출처 및 근거

ORD 기록
ord-96727602adb24b28af9c737e24f7315c
출처 데이터셋
750 AstraZeneca ELN dataset
원본 링크
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