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

HRID 203
ノート
印刷プレビュー

反応式

HRID 203 の反応式
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
参加物反応条件実験手順出典と根拠反応ノート

参加物

7

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 4

HCID 23665647Potassium tert-butoxide試薬HCID 83681Tris(1,1-dimethylethyl)phosphine触媒
HCID 9811564
Bis(dibenzylideneacetone)palladium
触媒
HCID 6228Dimethylformamide溶媒

反応条件

温度
120 °C

実験手順

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.

出典と根拠

ORDレコード
ord-96727602adb24b28af9c737e24f7315c
出典データセット
750 AstraZeneca ELN dataset
元リンク
出典を表示

反応ノート

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