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Hydrochloric Acid → 7-[4-(4-Fluorobenzoyl)benzyl]-5-methyl-2-methylthio-7H-pyrrolo[2,3-d]pyrimidin-4(3H)-one

HRID 1291306
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HRID 1291306 반응식
[F:1][C:2]1[CH:30]=[CH:29][C:5]([C:6]([C:8]2[CH:28]=[CH:27][C:11]([CH2:12][N:13]3[C:17]4[N:18]=[C:19]([S:24][CH3:25])[N:20]=[C:21]([O:22]C)[C:16]=4[C:15]([CH3:26])=[CH:14]3)=[CH:10][CH:9]=2)=[O:7])=[CH:4][CH:3]=1.S(C1C(C)=CC(O)=C(C(C)(C)C)C=1)C1C(C)=CC(O)=C(C(C)(C)C)C=1.Cl>O1CCOCC1>[F:1][C:2]1[CH:30]=[CH:29][C:5]([C:6]([C:8]2[CH:28]=[CH:27][C:11]([CH2:12][N:13]3[C:17]4[N:18]=[C:19]([S:24][CH3:25])[NH:20][C:21](=[O:22])[C:16]=4[C:15]([CH3:26])=[CH:14]3)=[CH:10][CH:9]=2)=[O:7])=[CH:4][CH:3]=1
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참가 물질

5

반응물 3

HCID 313Hydrochloric Acid3회HCID 7308SantonoxHCID 189190267-[4-(4-Fluorobenzoyl)benzyl]-4-methoxy-5-methyl-2-methylthio-7H-pyrrolo[2,3-d]pyrimidine

생성물 1

HCID 1356675887-[4-(4-Fluorobenzoyl)benzyl]-5-methyl-2-methylthio-7H-pyrrolo[2,3-d]pyrimidin-4(3H)-one수율 82%

시약·촉매·용매 1

HCID 31275
1,4-Dioxane
용매
2회

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온도
105 °C

실험 절차

Under argon gas, 7-[4-(4-fluorobenzoyl)benzyl]-4-methoxy-5-methyl-2-methylthio-7H-pyrrolo[2,3-d]pyrimidine (6.75 g) was dissolved in dioxane (45 ml) followed by addition of 4,4'-thiobis(6-t-butyl-m-cresol) (75 mg). Then, 0.5N-hydrochloric acid (12 ml) was added and the mixture was stirred at 105° C for 23 hours. Thereafter, 0.5N-hydrochloric acid (12 ml) was further added and the mixture was stirred at the same temperature as above for 22 hours. Then, 1N-hydrochloric acid (3 ml) and dioxane (6 ml) were added and the mixture was further stirred at the same temperature for 24 hours. This reaction mixture was allowed to stand at room temperature and the resulting crystals were collected by filtration, rinsed with methanol, DME, and ether, and finally dried to provide the title compound (5.35 g).

후처리

  1. stirringthe mixture was stirred at the same temperature as above for 22 hours
  2. stirringthe mixture was further stirred at the same temperature for 24 hours
  3. customto stand at room temperature
  4. filtrationthe resulting crystals were collected by filtration
  5. washrinsed with methanol, DME, and ether
  6. customfinally dried

출처 및 근거

ORD 기록
ord-add76740e4944b3ba794bcd45fa8a1f9
출처 데이터셋
uspto-grants-1998_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05753664

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