Methanol → Ammonium Hydroxide

HRID 1245369

反応式

HRID 1245369 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-α]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 with methanol (3×). 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 1.33 g of 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), 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 with methanol (3×)
  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-baaa9db43bc2463eafb87bdf09fb7b55
出典データセット
uspto-grants-2006_10
特許番号
US07125873B2

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