Diisopropylethylamine → 6-Bromo-4-(tetrahydro-2H-pyran-4-yl)-3,4-dihydropyrazino[2,3-b]pyrazin-2(1H)-one

HRID 717163노트

반응식

HRID 717163 반응식
Br[C:2]1[C:3]([NH:9][C:10](=[O:13])[CH2:11]I)=[N:4][CH:5]=[C:6]([Br:8])[N:7]=1.C(N(C(C)C)CC)(C)C.[O:23]1[CH2:28][CH2:27][CH:26]([NH2:29])[CH2:25][CH2:24]1>C(#N)C>[Br:8][C:6]1[N:7]=[C:2]2[N:29]([CH:26]3[CH2:27][CH2:28][O:23][CH2:24][CH2:25]3)[CH2:11][C:10](=[O:13])[NH:9][C:3]2=[N:4][CH:5]=1

참가 물질

5

반응물 3

HCID 81531DiisopropylethylamineHCID 4192234-AminotetrahydropyranHCID 58298325N-(3,5-dibromopyrazin-2-yl)-2-iodoacetamide

생성물 1

HCID 866446486-Bromo-4-(tetrahydro-2H-pyran-4-yl)-3,4-dihydropyrazino[2,3-b]pyrazin-2(1H)-one수율 40%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

To a solution of N-(3,5-dibromopyrazin-2-yl)-2-iodoacetamide (See Example 5.B) (6.6 g, 15.8 mmol) and diisopropylethylamine (4.0 g, 31.6 mmol) in acetonitrile (50 mL) was added tetrahydro-2H-pyran-4-amine (6.4 g, 63.2 mmol) and the mixture was stirred at ambient temperature for 16 h. The solvent was removed under reduced pressure and the residue which was purified by chromatography on silica gel (5-20% ethyl acetate in petroleum ether) to give the title compound (1.98 g, 40% yield). MS (ESI) m/z 313.1 [M+1]+.

후처리

  1. customThe solvent was removed under reduced pressure
  2. customthe residue which was purified by chromatography on silica gel (5-20% ethyl acetate in petroleum ether)

출처 및 근거

ORD 기록
ord-b22a3453c8b9488e9a45a7778aebe9b5
출처 데이터셋
uspto-grants-2015_11
특허 번호
US09193692B2

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