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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
ノート
印刷プレビュー

反応式

HRID 2201225 の反応式
[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
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

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

生成物 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

試薬・触媒・溶媒 1

HCID 31374Dimethylacetamide溶媒

反応条件

温度
50 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-b7eafdb18def480a91270bd1532355a7
出典データセット
uspto-grants-2016_06
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09359381B2

反応ノート

読み込み中…

このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート