Water → 6-Bromo-3-iodo-N-isobutylimidazo[1,2-a]pyrazin-8-amine

HRID 1503359노트

반응식

HRID 1503359 반응식
[Br:1][C:2]1[N:3]=[C:4](S(C)(=O)=O)[C:5]2[N:6]([C:8]([I:11])=[CH:9][N:10]=2)[CH:7]=1.[CH2:16]([NH2:20])[CH:17]([CH3:19])[CH3:18].O>CN1C(=O)CCC1>[Br:1][C:2]1[N:3]=[C:4]([NH:20][CH2:16][CH:17]([CH3:19])[CH3:18])[C:5]2[N:6]([C:8]([I:11])=[CH:9][N:10]=2)[CH:7]=1

참가 물질

5

반응물 3

HCID 962WaterHCID 6558IsobutylamineHCID 715340426-Bromo-3-iodo-8-(methylsulfonyl)imidazo[1,2-a]pyrazine

생성물 1

HCID 715340446-Bromo-3-iodo-N-isobutylimidazo[1,2-a]pyrazin-8-amine수율 77.52%

시약·촉매·용매 1

HCID 13387N-methyl-2-pyrrolidone용매

실험 절차

To a stirred solution of 6-bromo-3-iodo-8-methanesulfonyl-imidazo[1,2-a]pyrazine (5.08 g, 12.64 mmol) in NMP (100 mL) was added 3.77 mL isobutylamine (2.77 g, 37.90 mmol, 3 eq) in one portion at rt. After stirring for 2 h at rt, 500 mL water was added and the mixture was extracted with ethyl acetate (3×200 mL). The organic phase was filtered, evaporated and the residue was recrystallized from MeOH/water to yield 3.87 g (77.52%) (6-bromo-3-iodo-imidazo[1,2-a]pyrazin-8-yl)-isobutyl-amine: 1H-NMR (300 MHz, d6-DMSO): δ=8.09 (1H, tr), 7.60 (1H, s), 7.54 (1H, s), 3.19 (2H, dd), 1.95 (1H, m), 0.85 (6H, d) ppm.

후처리

  1. extractionthe mixture was extracted with ethyl acetate (3×200 mL)
  2. filtrationThe organic phase was filtered
  3. customevaporated
  4. customthe residue was recrystallized from MeOH/water

출처 및 근거

ORD 기록
ord-331ea62163bc426bac8e18b6ada1eb16
출처 데이터셋
uspto-grants-2015_12
특허 번호
US09212184B2

반응 노트

불러오는 중…