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Triethylamine → 1-((tert-Butyldimethylsilyl)oxy)-4-(4-chlorothiazol-2-yl)-4-(5-(3-fluorophenyl)-1,3-dimethyl-2,4-dioxo-2,3,4,6-tetrahydro-1H-pyrrolo[3,4-d]pyrimidin-7-yl)butan-2-yl methanesulfonate

HRID 2201260
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HRID 2201260 반응식
CS([O:5][S:6]([CH3:9])(=[O:8])=[O:7])(=O)=O.[Si:10]([O:17][CH2:18][CH:19](O)[CH2:20][CH:21]([C:28]1[NH:29][C:30]([C:41]2[CH:46]=[CH:45][CH:44]=[C:43]([F:47])[CH:42]=2)=[C:31]2[C:36](=[O:37])[N:35]([CH3:38])[C:34](=[O:39])[N:33]([CH3:40])[C:32]=12)[C:22]1[S:23][CH:24]=[C:25]([Cl:27])[N:26]=1)([C:13]([CH3:16])([CH3:15])[CH3:14])([CH3:12])[CH3:11].C(N(CC)CC)C>C(Cl)Cl>[CH3:9][S:6]([O:5][CH:19]([CH2:20][CH:21]([C:22]1[S:23][CH:24]=[C:25]([Cl:27])[N:26]=1)[C:28]1[NH:29][C:30]([C:41]2[CH:46]=[CH:45][CH:44]=[C:43]([F:47])[CH:42]=2)=[C:31]2[C:36](=[O:37])[N:35]([CH3:38])[C:34](=[O:39])[N:33]([CH3:40])[C:32]=12)[CH2:18][O:17][Si:10]([C:13]([CH3:16])([CH3:14])[CH3:15])([CH3:11])[CH3:12])(=[O:7])=[O:8]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

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HCID 8471TriethylamineHCID 81560Methanesulfonic anhydrideHCID 867235007-(4-((tert-Butyldimethylsilyl)oxy)-1-(4-chlorothiazol-2-yl)-3-hydroxybutyl)-5-(3-fluorophenyl)-1,3-dimethyl-1H-pyrrolo[3,4-d]pyrimidine-2,4(3H,6H)-dione

생성물 1

HCID 867235011-((tert-Butyldimethylsilyl)oxy)-4-(4-chlorothiazol-2-yl)-4-(5-(3-fluorophenyl)-1,3-dimethyl-2,4-dioxo-2,3,4,6-tetrahydro-1H-pyrrolo[3,4-d]pyrimidin-7-yl)butan-2-yl methanesulfonate

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

Methanesulfonic anhydride (347 mg, 1.989 mmol) was added to a solution of 7-(4-((tert-butyldimethylsilyl)oxy)-1-(4-chlorothiazol-2-yl)-3-hydroxybutyl)-5-(3-fluorophenyl)-1,3-dimethyl-1H-pyrrolo[3,4-d]pyrimidine-2,4(3H,6H)-dione (590 mg, 0.995 mmol) and triethylamine (0.416 mL, 2.98 mmol) in DCM (30 mL). The mixture was stirred at room temperature 20 mins. The reaction was quenched with saturated NaHCO3(aq) and extracted with DCM (3×). The combined organic extracts were passed through a hydrophobic frit and evaporated under vacuum to afford the title compound as a crude material which was used directly.

후처리

  1. customThe reaction was quenched with saturated NaHCO3(aq)
  2. extractionextracted with DCM (3×)
  3. customevaporated under vacuum

출처 및 근거

ORD 기록
ord-ca0562a5139d4d1f83e451a2a2cfc038
출처 데이터셋
uspto-grants-2016_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09359381B2

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