Deferiprone → 1,2-Dimethyl-4-oxo-1,4-dihydropyridin-3-yl benzenesulfonate

HRID 336105

반응식

HRID 336105 반응식
[OH:1][C:2]1[C:7](=[O:8])[CH:6]=[CH:5][N:4]([CH3:9])[C:3]=1[CH3:10].[C:11]1([S:17](Cl)(=[O:19])=[O:18])[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1>N1C=CC=CC=1>[C:11]1([S:17]([O:1][C:2]2[C:7](=[O:8])[CH:6]=[CH:5][N:4]([CH3:9])[C:3]=2[CH3:10])(=[O:19])=[O:18])[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1

참가 물질

4

반응물 2

HCID 2972DeferiproneHCID 7369Benzenesulfonyl chloride

생성물 1

HCID 866603541,2-Dimethyl-4-oxo-1,4-dihydropyridin-3-yl benzenesulfonate수율 43%

시약·촉매·용매 1

HCID 1049Pyridine용매

실험 절차

3-Hydroxy-1,2-dimethylpyridin-4(1H)-one (0.5 g, 3.6 mmol) was reacted with benzenesulfonyl chloride (0.51 mL, 4.0 mmol) in 40 mL of pyridine to afford PZBG-3a in 43% yield (0.43 g, 1.5 mmol). 1H NMR (500 MHz, CDCl3) δ=8.19 (d, J=6.9 Hz, 2H), 7.66 (t, J=7.5 Hz, 1H), 7.57 (t, J=7.5 Hz, 2H), 7.23 (d, J=8 Hz, 1H), 6.34 (d, J=8.1 Hz, 1H), 3.63 (s, 3H, NCH3), 2.49 (s, 3H, CH3). 13C NMR (100 MHz, CDCl3) δ=171.3, 144.8, 140.7, 139.9, 137.3, 134.3, 129.0, 128.9, 118.3, 41.8, 14.7. ESI-MS(+): m/z 280.09 [M+H]+.

후처리

  1. customto afford PZBG-3a in 43% yield (0.43 g, 1.5 mmol)

출처 및 근거

ORD 기록
ord-b6e0b3e69897424ab52e90d4c4e95151
출처 데이터셋
uspto-grants-2014_11
특허 번호
US08889638B2

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