Dimethylformamide → 5,6,7,8-Tetrahydro-2-(2-methoxy-4-methylsulfonylphenyl)imidazo[1,2-a]pyrazine dihydrochloride

HRID 652052ノート

反応式

HRID 652052 の反応式
Br.[Cl:2][C:3]1[C:4]2[N:5]([CH:9]=[C:10]([C:12]3[CH:17]=[CH:16][C:15]([S:18]([CH3:21])(=[O:20])=[O:19])=[CH:14][C:13]=3[O:22][CH3:23])[N:11]=2)[CH:6]=[CH:7][N:8]=1.CN(C)C=O>[Pd].C(N(CC)CC)C>[ClH:2].[ClH:2].[CH3:23][O:22][C:13]1[CH:14]=[C:15]([S:18]([CH3:21])(=[O:20])=[O:19])[CH:16]=[CH:17][C:12]=1[C:10]1[N:11]=[C:4]2[CH2:3][NH:8][CH2:7][CH2:6][N:5]2[CH:9]=1

参加物

5

反応物 2

HCID 6228DimethylformamideHCID 135780278-Chloro-2-(2-methoxy-4-methylsulfonylphenyl)imidazo[1,2-a]pyrazine hydrobromide

生成物 1

HCID 201990495,6,7,8-Tetrahydro-2-(2-methoxy-4-methylsulfonylphenyl)imidazo[1,2-a]pyrazine dihydrochloride

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 8471Triethylamine溶媒

実験手順

A suspension of 4.5 g. of 8-chloro-2-(2-methoxy-4-methylsulfonylphenyl)imidazo[1,2-a]pyrazine hydrobromide in 190 ml. of dimethylformamide was treated with 3.4 g. of triethylamine and 1 g. of 5% palladium-on-carbon. This mixture was hydrogenated at room temperature at 60 psi for about 75 minutes. The catalyst was removed by filtration and the solvent was removed in vacuo. During the course of solvent removal a precipitate occurred which was removed by filtration. The precipitate was triturated with chloroform and the residue was suspended in methanolic hydrogen chloride. After stirring for a period of time, the methanol was removed by evaporation and the resulting solid was collected with acetone by filtration affording 2.1 g. of the desired title product, M+ =307.

後処理

  1. additionA suspension of 4.5 g
  2. customThe catalyst was removed by filtration
  3. customthe solvent was removed in vacuo
  4. customDuring the course of solvent removal a precipitate
  5. customwas removed by filtration
  6. customThe precipitate was triturated with chloroform
  7. customthe methanol was removed by evaporation
  8. filtrationthe resulting solid was collected with acetone by filtration
  9. customaffording 2.1 g

出典と根拠

ORDレコード
ord-9af6c0cbe47d477ca2ca0c0cec731a0a
出典データセット
uspto-grants-1987_06
特許番号
US04670445

反応ノート

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