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Benzaldehyde → (E)-1-(3-amino-6-(4-(ethylsulfonyl)piperazin-1-yl)pyrazin-2-yl)-3-phenylprop-2-en-1-one

HRID 1959380
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반응식

HRID 1959380 반응식
[OH-].[Na+].[NH2:3][C:4]1[C:5]([C:21](=[O:23])[CH3:22])=[N:6][C:7]([N:10]2[CH2:15][CH2:14][N:13]([S:16]([CH2:19][CH3:20])(=[O:18])=[O:17])[CH2:12][CH2:11]2)=[CH:8][N:9]=1.[CH:24](=O)[C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1>CO>[NH2:3][C:4]1[C:5]([C:21](=[O:23])/[CH:22]=[CH:24]/[C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)=[N:6][C:7]([N:10]2[CH2:11][CH2:12][N:13]([S:16]([CH2:19][CH3:20])(=[O:18])=[O:17])[CH2:14][CH2:15]2)=[CH:8][N:9]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 240BenzaldehydeHCID 14798Sodium HydroxideHCID 667446911-(3-Amino-6-(4-(ethylsulfonyl)piperazin-1-yl)pyrazin-2-yl)ethanone

생성물 1

HCID 46199875(E)-1-(3-amino-6-(4-(ethylsulfonyl)piperazin-1-yl)pyrazin-2-yl)-3-phenylprop-2-en-1-one수율 54%

시약·촉매·용매 1

HCID 887Methanol용매2회

실험 절차

A solution of NaOH in methanol (191.5 μl, of 10% w/v, 0.4787 mmol) was added to a solution of 1-(3-amino-6-(4-(ethylsulfonyl)piperazin-1-yl)pyrazin-2-yl)ethanone (150 mg, 0.4787 mmol) and benzaldehyde (50.80 mg, 48.66 μL, 0.4787 mmol) in methanol (4 mL) (1 mL of dichloromethane was added to aid solubility). The reaction mixture was allowed to stir overnight at RT and then filtered and washed with a small amount of methanol. The bright orange coloured solid was taken through crude to the next stage. (104.6 mg, 54% Yield). 1H NMR (400.0 MHz, DMSO) d 1.21 (t, 3H), 3.13 (q, 2H), 3.35-3.37 (m, 4H), 3.54-3.57 (m, 4H), 7.47-7.51 (m, 3H), 7.55 (br s, 2H), 7.72 (d, 1H), 7.79-7.81 (m, 2H), 8.28 (d, 1H), 8.41 (s, 1H) ppm; MS (ES+) 402.01

후처리

  1. filtrationfiltered
  2. washwashed with a small amount of methanol

출처 및 근거

ORD 기록
ord-928bc06de12f43bd95e1999d370c7724
출처 데이터셋
uspto-grants-2013_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08410112B2

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