Water → N-1,2-Benzisoxazol-3-yl-4-(pyridin-2-ylcarbonyl)piperazine-1-carboxamide

HRID 2262996ノート

反応式

HRID 2262996 の反応式
FC(F)(F)C(O)=O.[O:8]1[C:12]2[CH:13]=[CH:14][CH:15]=[CH:16][C:11]=2[C:10]([NH:17][C:18]([N:20]2[CH2:25][CH2:24][NH:23][CH2:22][CH2:21]2)=[O:19])=[N:9]1.C(N(CC)CC)C.Cl.[N:34]1[CH:39]=[CH:38][CH:37]=[CH:36][C:35]=1[C:40](Cl)=[O:41].O>O1CCCC1>[O:8]1[C:12]2[CH:13]=[CH:14][CH:15]=[CH:16][C:11]=2[C:10]([NH:17][C:18]([N:20]2[CH2:25][CH2:24][N:23]([C:40]([C:35]3[CH:36]=[CH:37][CH:38]=[CH:39][N:34]=3)=[O:41])[CH2:22][CH2:21]2)=[O:19])=[N:9]1

参加物

6

反応物 4

HCID 962WaterHCID 8471TriethylamineHCID 135033Picolinoyl Chloride HydrochlorideHCID 68778018N-1,2-Benzisoxazol-3-ylpiperazine-1-carboxamide trifluoroacetate

生成物 1

HCID 68780271N-1,2-Benzisoxazol-3-yl-4-(pyridin-2-ylcarbonyl)piperazine-1-carboxamide収率 27.2%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To a solution of N-1,2-benzisoxazol-3-ylpiperazine-1-carboxamide trifluoroacetate (200 mg, 0.555 mmol) and triethylamine (0.309 ml, 2.22 mmol) in tetrahydrofuran (4 ml) was added picolinoyl chloride hydrochloride (148 mg, 0.833 mmol) under ice-cooling, and the mixture was stirred at room temperature for 1 hour. The reaction mixture was poured to water and extracted with ethyl acetate. The extract was washed with water, and the solvent was distilled off under reduced pressure. The residue was recrystallized from a mixed solvent of hexane and ethyl acetate to give 53.0 mg (27.2%) of the desired product as a solid.

後処理

  1. temperaturecooling
  2. extractionextracted with ethyl acetate
  3. washThe extract was washed with water
  4. distillationthe solvent was distilled off under reduced pressure
  5. customThe residue was recrystallized from a mixed solvent of hexane and ethyl acetate

出典と根拠

ORDレコード
ord-3c84eae56e954b08942d35bd32f0a41b
出典データセット
uspto-grants-2010_12
特許番号
US07851473B2

反応ノート

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