tert-Butyl piperazine-1-carboxylate → N-(4-methoxy-3-piperazin-1-yl-phenyl)-acetamide

HRID 521

反応式

HRID 521 の反応式
CC(C)(C)OC(=O)N1CCNCC1.COc1ccc(NC(C)=O)cc1Br>CC(=O)O.CC(=O)O.CC(C)(C)[O-].CC(C)Oc1cccc(OC(C)C)c1-c1ccccc1P(C1CCCCC1)C1CCCCC1.Cc1ccccc1.[Na+].[Pd]>COc1ccc(NC(C)=O)cc1N1CCNCC1

参加物

7

反応条件

温度
100 °C

実験手順

A solution of N-(3-bromo-4-methoxyphenyl)acetamide (0.5 g, 2.05 mmol) dissolved in toluene (5 mL) was treated with tert-butyl piperazine-1-carboxylate (0.382 g, 2.05 mmol), diacetoxypalladium (0.046 g, 0.20 mmol), dicyclohexyl(2',6'-diisopropoxybiphenyl-2-yl)phosphine (0.191 g, 0.41 mmol) and sodium 2-methylpropan-2-olate (0.433 g, 4.51 mmol) in a sealed tube. The resulting mixture was degassed and stirred at 100 °C for 8 hours in a microwave. The mixture was pre-absorbed onto silica. The crude product was purified by flash silica chromatography, elution 50% ethyl acetate in Heptane. Pure fractions were evaporated to dryness to afford intermediate. The intermediate was dissolved in 4M HCl in dioxane (10mL) and stirred at RT overnight. The mixture was evaporated to give N-(4-methoxy-3-(piperazin-1-yl)phenyl)acetamide (0.260 g, 50.9 %) as a tan solid.

出典と根拠

ORDレコード
ord-d3fce1c8e3204b57a80e5c0d53c5c1f7
出典データセット
750 AstraZeneca ELN dataset
元リンク
出典を表示

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