Hydrogen Peroxide → 1-[3-(1,3-dimethyl-3,7-dihydro-1H-purine-2,6-dion-7-yl)-2-hydroxypropyl]-4-(3-phenylsulfinylpropyl)piperazine

HRID 1193490노트

반응식

HRID 1193490 반응식
Cl.[CH3:2][N:3]1[C:11](=[O:12])[C:10]2[N:9]([CH2:13][CH:14]([OH:32])[CH2:15][N:16]3[CH2:21][CH2:20][N:19]([CH2:22][CH2:23][CH2:24][S:25][C:26]4[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=4)[CH2:18][CH2:17]3)[CH:8]=[N:7][C:6]=2[N:5]([CH3:33])[C:4]1=[O:34].[OH:35]O>O.C(Cl)Cl.CO.[NH4+].[OH-]>[CH3:2][N:3]1[C:11](=[O:12])[C:10]2[N:9]([CH2:13][CH:14]([OH:32])[CH2:15][N:16]3[CH2:21][CH2:20][N:19]([CH2:22][CH2:23][CH2:24][S:25]([C:26]4[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=4)=[O:35])[CH2:18][CH2:17]3)[CH:8]=[N:7][C:6]=2[N:5]([CH3:33])[C:4]1=[O:34]

참가 물질

5

반응물 2

HCID 784Hydrogen PeroxideHCID 544231-[3-(1,3-dimethyl-3,7-dihydro-1H-purine-2,6-dion-7-yl)-2-hydroxypropyl]-4-(3-phenylthio-propyl)piperazine hydrochloride

생성물 1

HCID 144575171-[3-(1,3-dimethyl-3,7-dihydro-1H-purine-2,6-dion-7-yl)-2-hydroxypropyl]-4-(3-phenylsulfinylpropyl)piperazine

시약·촉매·용매 2

HCID 962Water용매2회HCID 21896990Dichloromethane methanol ammonium hydroxide용매

반응 조건

온도
20 °C

실험 절차

0.1 Moles of 1-[3-(1,3-dimethyl-3,7-dihydro-1H-purine-2,6-dion-7-yl)-2-hydroxypropyl]-4-(3-phenylthio-propyl)piperazine hydrochloride was dissolved in 200 ml demineralized water and maintained at 20° C. 120 ml hydrogen peroxide in 250 ml water was added dropwise. The mixture was stirred for four hours at room temperature. Completion of the reaction was checked by TLC using a mixture of 80/20/1 CH2Cl2 /methanol/NH4OH as eluent. When the reaction was completed, the reactive mixture was alkalinized, extracted with methylene chloride, washed with water, dried, and the solvent evaporated under vacuum to give the free base form of 1-[3-(1,3-dimethyl-3,7-dihydro-1H-purine-2,6-dion-7-yl)-2-hydroxypropyl]-4-(3-phenylsulfinylpropyl)piperazine. The dihydrochloride salt was prepared in the manner indicated in Example III, m.p. 260°-265° C.

후처리

  1. extractionextracted with methylene chloride
  2. washwashed with water
  3. customdried
  4. customthe solvent evaporated under vacuum

출처 및 근거

ORD 기록
ord-072b47ad053043948c30d126008b7019
출처 데이터셋
uspto-grants-1989_03
특허 번호
US04810706

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