Реакция #1001276

Уравнение реакции

HATU

4-(9-cyclohexyl-7,7-difluoro-5-methyl-6-oxo-6,7,8,9-tetrahydro-5H-pyrimido[5,4-b][1,4]diazepin-2-ylamino)-3-methoxybenzoic acid

(R)-1-Boc-3-aminopiperidine

→

title compound

(R)-4-(9-cyclohexyl-7,7-difluoro-5-methyl-6-oxo-6,7,8,9-tetrahydro-5H-pyrimido[4,5-b][1,4]diazepin-2-ylamino)-3-methoxy-N-(piperidin-3-yl)benzamide

Условия реакции

Обработка

1. 1
   Другоеas described in the General procedure for amide bond synthesis
2. 2
   ДругоеThe final compound was purified by reverse phase HPLC
3. 3
   Другоеto give the free base
4. 4
   ПромывкаFurther, after washing with water (10 ml), t-butoxycarbonyl (Boc) protection group
5. 5
   Другоеwas removed
6. 6
   Другоеpurified the product

Методика

The title compound was synthesized from 4-(9-cyclohexyl-7,7-difluoro-5-methyl-6-oxo-6,7,8,9-tetrahydro-5H-pyrimido[5,4-b][1,4]diazepin-2-ylamino)-3-methoxybenzoic acid as described in the General procedure for amide bond synthesis using HATU and (R)-1-Boc-3-aminopiperidine. The final compound was purified by reverse phase HPLC and basified to give the free base. Further, after washing with water (10 ml), t-butoxycarbonyl (Boc) protection group was removed using 40% TFA in dichloromethane (6 ml) and purified the product using preparative HPLC. 1H NMR (400 MHz, DMSO-d6) δ ppm 1.15-1.95 (m., 14H) 2.52 (t, J=7.38 Hz, 2H) 2.92 (br. d., 1H) 3.07 (br. d., 1H) 3.39 (s, 3H) 3.81 (br. s., 1H) 3.94 (s, 3H) 4.06 (t, J=13.64 Hz, 2H) 4.45 (m, 1H) 7.34-7.55 (m, 2H) 7.90 (s, 1H) 8.03 (d, J=7.58 Hz, 1H) 8.21 (s, 1H) 8.26 (d, J=8.34 Hz, 1H). [M+H] calculated for C27H35F2N7O3, 544. found 544.

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