Methanol → Ammonium Hydroxide

HRID 1454795

反応式

HRID 1454795 の反応式
[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

参加物

5

反応物 2

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

生成物 2

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

試薬・触媒・溶媒 1

HCID 23938Palladium触媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-5042aaefcc7d45d2ad98a833fcc93fa3
出典データセット
uspto-grants-2009_01
特許番号
US07482336B2

関連ノート

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