Реакция #42134

Уравнение реакции

4-carboxybenzaldehyde

HATU

biphenyl-2-ylcarbamic acid 1-(2-aminoethyl)piperidin-4-yl ester

DIPEA

→

title intermediate

Выход 92.2%

Biphenyl-2-ylcarbamic Acid 1-[2-(4-Formylbenzoylamino)ethyl]piperidin-4-yl Ester

Выход 92.2%

Растворители

DCM

DCM

Условия реакции

Обработка

1. 1
   workup.STIRRINGThe resulting mixture was stirred at room temperature for 2 hours
2. 2
   Промывкаwashed with saturated sodium bicarbonate (150 mL) and brine (150 mL)
3. 3
   СушкаThe organic layer was dried over MgSO4
4. 4
   Фильтрацияfiltered
5. 5
   Концентрированиеconcentrated

Методика

A mixture of 4-carboxybenzaldehyde (0.95 g, 6.35 mmol) and HATU (3.02 g, 7.94 mmol) in 55 mL of DCM was stirred at room temperature for 1 hour and then biphenyl-2-ylcarbamic acid 1-(2-aminoethyl)piperidin-4-yl ester (3 g, 5.29 mmol; prepared as described in Preparation 7) and DIPEA (4.6 mL, 26.45 mmol) were added. The resulting mixture was stirred at room temperature for 2 hours and then diluted with 100 mL of DCM and washed with saturated sodium bicarbonate (150 mL) and brine (150 mL). The organic layer was dried over MgSO4, filtered and concentrated to provide 2.3 g of the title intermediate (92% yield), which was suitable for use without further purification.

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