Реакция #62009

Уравнение реакции

product

4-(3-Piperidin-1-yl-propoxy)-benzaldehyde

1-isopropyl-piperazine

sodium triacetoxyborohydride

DCM

sodium hydroxide

→

ammonia DCM

Выход 1.0%

title compound

1-Isopropyl-4-[4-(3-piperidin-1-yl-propoxy)-benzyl]-piperazine

Растворители

acetic acid

Условия реакции

Обработка

1. 1
   Экстракцияextracted with DCM (3×10 mL)
2. 2
   СушкаThe combined organic phases were dried (sodium sulfate)
3. 3
   Другоеevaporated

Методика

A solution of the product of Example 9 (200 mg), 1-isopropyl-piperazine (100 mg), and acetic acid (0.05 mL) in DCM (3 mL) was treated with sodium triacetoxyborohydride (290 mg). After 16 h, the resulting mixture was treated with 10% sodium hydroxide (5 mL) and extracted with DCM (3×10 mL). The combined organic phases were dried (sodium sulfate) and evaporated. Chromatography of the residue (1-5% 2 M methanolic ammonia/DCM) gave the title compound as a colorless oil (225 mg). 1H NMR (400 MHz, CDCl3): 7.19 (d, J=8.6 Hz, 2H), 6.83 (d, J=8.6 Hz, 2H), 3.98 (t, J=6.6 Hz, 2H), 3.43 (s, 2H), 2.63 (m, 1H), 2.53 (br, 4H), 2.46 (m, 4H), 2.39 (br, 4H), 1.96 (m, 2H), 1.58 (m, 4H), 1.46-1.40 (m, 2H), 1.03 (d, J=6.5 Hz, 6H).

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