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

HRID 652052노트

반응식

HRID 652052 반응식
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

참가 물질

5

반응물 2

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

생성물 1

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

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 8471Triethylamine용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-9af6c0cbe47d477ca2ca0c0cec731a0a
출처 데이터셋
uspto-grants-1987_06
특허 번호
US04670445

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