m-Chloroperbenzoic acid → 9-(1-hydroxy-2-morpholinoethyl)-6-(4-methoxybenzyl)pyrido[3,2-e][1,2,4]triazolo[1,5-c]pyrimidin-5(6H)-one

HRID 926124

반응식

HRID 926124 반응식
[CH3:1][O:2][C:3]1[CH:26]=[CH:25][C:6]([CH2:7][N:8]2[C:13]3[N:14]=[CH:15][C:16]([CH:18]4[CH2:20][O:19]4)=[CH:17][C:12]=3[C:11]3=[N:21][CH:22]=[N:23][N:10]3[C:9]2=[O:24])=[CH:5][CH:4]=1.ClC1C=CC=[C:30]([C:34]([O:36]O)=O)C=1.COC1C=C[C:43]([CH2:44][N:45]2C3N=CC(C=C)=CC=3C3=NC=NN3C2=O)=CC=1.C(=O)(O)[O-].[Na+]>C(Cl)Cl>[OH:19][CH:18]([C:16]1[CH:15]=[N:14][C:13]2[N:8]([CH2:7][C:6]3[CH:25]=[CH:26][C:3]([O:2][CH3:1])=[CH:4][CH:5]=3)[C:9](=[O:24])[N:10]3[N:23]=[CH:22][N:21]=[C:11]3[C:12]=2[CH:17]=1)[CH2:20][N:45]1[CH2:30][CH2:34][O:36][CH2:43][CH2:44]1

참가 물질

6

반응물 4

HCID 70297m-Chloroperbenzoic acidHCID 516892Sodium BicarbonateHCID 867053866-(4-methoxybenzyl)-9-vinylpyrido[3,2-e][1,2,4]triazolo[1,5-c]pyrimidin-5(6H)-oneHCID 1181150326-(4-Methoxybenzyl)-9-(oxiran-2-yl)pyrido[3,2-e][1,2,4]triazolo[1,5-c]pyrimidin-5(6H)-one

생성물 1

HCID 727063249-(1-hydroxy-2-morpholinoethyl)-6-(4-methoxybenzyl)pyrido[3,2-e][1,2,4]triazolo[1,5-c]pyrimidin-5(6H)-one수율 82%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

6-(4-Methoxybenzyl)-9-(oxiran-2-yl)pyrido[3,2-e][1,2,4]triazolo[1,5-c]pyrimidin-5(6H)-one. 3-Chloroperbenzoic acid (139 mg, 0.62 mmol) was added to a stirred solution of 6-(4-methoxybenzyl)-9-vinylpyrido[3,2-e][1,2,4]triazolo[1,5-c]pyrimidin-5(6H)-one (Example 30, 138 mg, 0.41 mmol) in DCM (1.3 mL) and the mixture was stirred for 18 h. Saturated sodium bicarbonate (3 mL) was added to the reaction mixture and the mixture was stirred for 2 h. The reaction mixture was diluted with DCM (5 mL), and the organic layer was separated, dried (MgSO4), and concentrated under vacuum to afford the title compound (118 mg, 82%) as a yellow semi-solid, which was used without further purification in the next step.

후처리

  1. stirringthe mixture was stirred for 2 h
  2. customthe organic layer was separated
  3. dry with materialdried (MgSO4)
  4. concentrationconcentrated under vacuum

출처 및 근거

ORD 기록
ord-42d1fde8c5de4b68acb5a1cece9d55a0
출처 데이터셋
uspto-grants-2016_03
특허 번호
US09284335B2

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