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Potassium Carbonate → 3-((4-Chloro-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidin-5-yl)thio)aniline

HRID 1052593
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HRID 1052593 반응식
[Cl:1][C:2]1[C:3]2[C:10](I)=[CH:9][N:8]([CH2:12][O:13][CH2:14][CH2:15][Si:16]([CH3:19])([CH3:18])[CH3:17])[C:4]=2[N:5]=[CH:6][N:7]=1.[NH2:20][C:21]1[CH:22]=[C:23]([SH:27])[CH:24]=[CH:25][CH:26]=1.C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O.[Cu]I>[Cl:1][C:2]1[C:3]2[C:10]([S:27][C:23]3[CH:22]=[C:21]([CH:26]=[CH:25][CH:24]=3)[NH2:20])=[CH:9][N:8]([CH2:12][O:13][CH2:14][CH2:15][Si:16]([CH3:19])([CH3:18])[CH3:17])[C:4]=2[N:5]=[CH:6][N:7]=1
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참가 물질

6

반응물 3

HCID 11430Potassium CarbonateHCID 315773-AminothiophenolHCID 867069334-chloro-5-iodo-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidine

생성물 1

HCID 1317362173-((4-Chloro-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidin-5-yl)thio)aniline수율 25.6%

시약·촉매·용매 2

HCID 24350
Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)
촉매
HCID 6228Dimethylformamide용매

실험 절차

4-Chloro-5-iodo-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidine (400 mg, 0.98 mmol) was treated with 3-aminobenzenethiol (120 mg, 0.96 mmol), copper(I) iodide (300 mg, 1.58 mmol), potassium carbonate (300 mg, 2.17 mmol) and 8 ml N,N-dimethylformamide as solvent according to Preparation 86. The residue was purified using SP1® Purification System (hexane-ethyl acetate) to obtain 100 mg (25% yield) of the title compound. Purity 98%.

후처리

  1. customaccording to Preparation 86
  2. customThe residue was purified
  3. customSP1® Purification System (hexane-ethyl acetate)

출처 및 근거

ORD 기록
ord-d22c78d749fe451ba2f28280fc9cef79
출처 데이터셋
uspto-grants-2016_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09388189B2

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