Diisopropyl Ether → 6-(5-methylpyrid-2-yl)-5,7-dioxo-6,7-dihydro-5H-pyrrolo-[3,4-b]pyrazine

HRID 27078

反応式

HRID 27078 の反応式
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([CH3:8])=[CH:4][N:3]=1.[N:9]1[CH:14]=[CH:13][N:12]=[C:11]2[C:15]([O:17][C:18](=O)[C:10]=12)=[O:16].C(OC(C)C)(C)C>C(OC(=O)C)(=O)C>[CH3:8][C:5]1[CH:6]=[CH:7][C:2]([N:1]2[C:15](=[O:16])[C:11]3[C:10](=[N:9][CH:14]=[CH:13][N:12]=3)[C:18]2=[O:17])=[N:3][CH:4]=1

参加物

5

反応物 3

HCID 7914Diisopropyl EtherHCID 153482-Amino-5-methylpyridineHCID 78482Furo(3,4-b)pyrazine-5,7-dione

生成物 1

HCID 112649386-(5-methylpyrid-2-yl)-5,7-dioxo-6,7-dihydro-5H-pyrrolo-[3,4-b]pyrazine収率 66.7%

試薬・触媒・溶媒 1

HCID 7918Acetic Anhydride溶媒

反応条件

温度
100 °C

実験手順

2-Amino-5-methylpyridine (21.6 g.) is added to a suspension of pyrazine-2,3-dicarboxylic anhydride (30 g.) in acetic anhydride (300 cc.) at a temperature of about 25° C. The reaction mixture is stirred for 10 minutes at this temperature and then heated at a temperature of about 100° C. for 15 minutes. After cooling to a temperature of about 50° C., diisopropyl ether (600 cc.) is added and cooling is continued to 5° C. After stirring for one hour at this temperature, the insoluble product is filtered off and washed with diisopropyl ether (3×50 cc.). After drying, 6-(5-methylpyrid-2-yl)-5,7-dioxo-6,7-dihydro-5H-pyrrolo-[3,4-b]pyrazine (32 g.), which melts at 240° C., is obtained.

後処理

  1. additionis added
  2. temperaturecooling
  3. customis continued to 5° C
  4. stirringAfter stirring for one hour at this temperature
  5. filtrationthe insoluble product is filtered off
  6. washwashed with diisopropyl ether (3×50 cc.)
  7. customAfter drying

出典と根拠

ORDレコード
ord-b0d82709fffe412aa8c5e5f1acb0a67c
出典データセット
uspto-grants-1980_09
特許番号
US04220646

関連ノート

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