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llms.txt · MCP 가이드개인정보처리방침 · 이용약관 · 지원v1.8.0
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Potassium Iodide → 6-(3-((4-Methoxybenzyl)oxy)-2-(tritylthio)propyl)-1,3-dimethyl-5-(4-methylthiazol-2-yl)-1H-pyrrolo[3,4-d]pyrimidine-2,4(3H,6H)-dione

HRID 2201225
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HRID 2201225 반응식
[I-].[K+].[CH3:3][N:4]1[C:9]2=[CH:10][NH:11][C:12]([C:13]3[S:14][CH:15]=[C:16]([CH3:18])[N:17]=3)=[C:8]2[C:7](=[O:19])[N:6]([CH3:20])[C:5]1=[O:21].Cl[CH2:23][CH:24]([S:36][C:37]([C:50]1[CH:55]=[CH:54][CH:53]=[CH:52][CH:51]=1)([C:44]1[CH:49]=[CH:48][CH:47]=[CH:46][CH:45]=1)[C:38]1[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=1)[CH2:25][O:26][CH2:27][C:28]1[CH:33]=[CH:32][C:31]([O:34][CH3:35])=[CH:30][CH:29]=1.C(=O)([O-])[O-].[Cs+].[Cs+]>CC(N(C)C)=O>[CH3:35][O:34][C:31]1[CH:30]=[CH:29][C:28]([CH2:27][O:26][CH2:25][CH:24]([S:36][C:37]([C:44]2[CH:45]=[CH:46][CH:47]=[CH:48][CH:49]=2)([C:50]2[CH:51]=[CH:52][CH:53]=[CH:54][CH:55]=2)[C:38]2[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=2)[CH2:23][N:11]2[C:12]([C:13]3[S:14][CH:15]=[C:16]([CH3:18])[N:17]=3)=[C:8]3[C:9]([N:4]([CH3:3])[C:5](=[O:21])[N:6]([CH3:20])[C:7]3=[O:19])=[CH:10]2)=[CH:33][CH:32]=1
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참가 물질

6

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HCID 4875Potassium IodideHCID 10796Cesium carbonateHCID 86723460(1-Chloro-3-((4-methoxybenzyl)oxy)propan-2-yl)(trityl)sulfaneHCID 1363483951,3-dimethyl-5-(4-methylthiazol-2-yl)-1H-pyrrolo[3,4-d]pyrimidine-2,4(3H,6H)-dione

생성물 1

HCID 867234616-(3-((4-Methoxybenzyl)oxy)-2-(tritylthio)propyl)-1,3-dimethyl-5-(4-methylthiazol-2-yl)-1H-pyrrolo[3,4-d]pyrimidine-2,4(3H,6H)-dione

시약·촉매·용매 1

HCID 31374Dimethylacetamide용매

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온도
50 °C

실험 절차

Potassium iodide (9.80 mg, 0.059 mmol) was added to a mixture of 1,3-dimethyl-5-(4-methylthiazol-2-yl)-1H-pyrrolo[3,4-d]pyrimidine-2,4(3H,6H)-dione (Intermediate Nd) (81 mg, 0.294 mmol), (1-chloro-3-((4-methoxybenzyl)oxy)propan-2-yl)(trityl)sulfane (158 mg, 0.323 mmol) and cesium carbonate (191 mg, 0.587 mmol) in dimethylacetamide (2 ml). The mixture was stirred at 50° C. for 3 days. The reaction mixture was partitioned between water (20 ml) and ethyl acetate (20 ml), the phases were separated and the aqueous phase extracted with ethyl acetate (10 ml). The combined organic extracts were washed with brine (20 ml), dried over magnesium sulfate and evaporated under vacuum. Purification by chromatography on silica, eluting with 0-50% EtOAc/hexane, afforded the title compound.

후처리

  1. customThe reaction mixture was partitioned between water (20 ml) and ethyl acetate (20 ml)
  2. customthe phases were separated
  3. extractionthe aqueous phase extracted with ethyl acetate (10 ml)
  4. washThe combined organic extracts were washed with brine (20 ml)
  5. dry with materialdried over magnesium sulfate
  6. customevaporated under vacuum
  7. customPurification by chromatography on silica
  8. washeluting with 0-50% EtOAc/hexane

출처 및 근거

ORD 기록
ord-b7eafdb18def480a91270bd1532355a7
출처 데이터셋
uspto-grants-2016_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09359381B2

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