Methanol → Ammonium Hydroxide

HRID 1454795

반응식

HRID 1454795 반응식
[F:1][C:2]([F:13])([F:12])[C:3]1[N:4]=[C:5]2[CH:10]=[N:9][CH:8]=[CH:7][N:6]2[CH:11]=1.C[OH:15]>[Pd]>[OH-:15].[NH4+:4].[F:12][C:2]([F:1])([F:13])[C:3]1[N:4]=[C:5]2[CH2:10][NH:9][CH2:8][CH2:7][N:6]2[CH:11]=1

참가 물질

5

반응물 2

HCID 887MethanolHCID 32313062-(Trifluoromethyl)imidazo[1,2-a]pyrazine

생성물 2

HCID 14923Ammonium Hydroxide수율 1%HCID 147199282-(trifluoromethyl)-5H,6H,7H,8H-imidazo[1,2-a]pyrazine

시약·촉매·용매 1

HCID 23938Palladium촉매

실험 절차

To a solution of 2-(trifluoromethyl)imidazo[1,2-a]pyrazine (2.0 g, 10.46 mmol, from Step A) in methanol (100 mL) was added 10% palladium on carbon (400 mg). The mixture was stirred under atmospheric hydrogen at ambient temperature for 14 h. The mixture was filtered through Celite and washed three times with methanol. The filtrate was concentrated and purified by flash chromatography (silica gel, 10% methanol in ethyl acetate, then 15% methanol in chloroform with 1% aqueous ammonium hydroxide) to give the title compound as a solid. 1H NMR (500 MHz, CDCl3): δ 1.93 (bs, 1H), 3.26 (t, 2H, J=5.5 Hz), 3.99 (t, 2H, J=5.5 Hz), 4.10 (s, 1H), 7.16 (s, 1H). ESI-MS 192 (M+1).

후처리

  1. filtrationThe mixture was filtered through Celite
  2. washwashed three times with methanol
  3. concentrationThe filtrate was concentrated
  4. custompurified by flash chromatography (silica gel, 10% methanol in ethyl acetate

출처 및 근거

ORD 기록
ord-5042aaefcc7d45d2ad98a833fcc93fa3
출처 데이터셋
uspto-grants-2009_01
특허 번호
US07482336B2

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