Maleic Acid → 4-[2-[4-(1H-indole-3-yl)-1-piperidinyl]ethyl]-2(1H)-quinolinone maleate

HRID 2209970노트

반응식

HRID 2209970 반응식
[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3]([CH:10]2[CH2:15][CH2:14][N:13]([CH2:16][CH2:17][C:18]3[C:27]4[C:22](=[CH:23][CH:24]=[CH:25][CH:26]=4)[NH:21][C:20](=[O:28])[CH:19]=3)[CH2:12][CH2:11]2)=[CH:2]1.[C:29]([OH:36])(=[O:35])/[CH:30]=[CH:31]\[C:32]([OH:34])=[O:33]>CO.O1CCCC1>[C:29]([OH:36])(=[O:35])/[CH:30]=[CH:31]\[C:32]([OH:34])=[O:33].[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3]([CH:10]2[CH2:15][CH2:14][N:13]([CH2:16][CH2:17][C:18]3[C:27]4[C:22](=[CH:23][CH:24]=[CH:25][CH:26]=4)[NH:21][C:20](=[O:28])[CH:19]=3)[CH2:12][CH2:11]2)=[CH:2]1

참가 물질

5

반응물 2

HCID 444266Maleic AcidHCID 3073949Swr 00151

생성물 1

HCID 677852834-[2-[4-(1H-indole-3-yl)-1-piperidinyl]ethyl]-2(1H)-quinolinone maleate수율 61.4%

시약·촉매·용매 2

HCID 887Methanol용매2회HCID 8028Tetrahydrofuran용매

실험 절차

A mixture of 4-[2-[4-(1H-indole-3-yl)-1-piperidinyl]ethyl]-2(1H)-quinolinone (III-2) (500 mg, 1.35 mmol) in methanol (15 ml) and tetrahydrofuran (25 ml) was refluxed until solids were dissolved. Under the same conditions, maleic acid (172.9 mg, 1.49 mmol) in methanol (10 ml) was added thereto and then the solvent was distilled off from the reaction mixture. The residue was crystallized with acetone and then recrystallized from acetone-methanol to give the desired product (III'-2-b) (404 mg) as pale yellow crystals (138°-141 ° C., yield 61.4%)

후처리

  1. temperaturewas refluxed until solids
  2. dissolutionwere dissolved
  3. distillationthe solvent was distilled off from the reaction mixture
  4. customThe residue was crystallized with acetone
  5. customrecrystallized from acetone-methanol

출처 및 근거

ORD 기록
ord-e6cdfea81df74dbd95e854fb494ab13f
출처 데이터셋
uspto-grants-1995_10
특허 번호
US05457099

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