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Potassium Carbonate → 4-Chloro-5-((2-methoxyphenyl)thio)-7H-pyrrolo[2,3-d]pyrimidine

HRID 1052525
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HRID 1052525 반응식
[Cl:1][C:2]1[C:3]2[C:10](I)=[CH:9][N:8](COCC[Si](C)(C)C)[C:4]=2[N:5]=[CH:6][N:7]=1.[CH3:20][O:21][C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][C:23]=1[SH:28].C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O.[Cu]I>[Cl:1][C:2]1[C:3]2[C:10]([S:28][C:23]3[CH:24]=[CH:25][CH:26]=[CH:27][C:22]=3[O:21][CH3:20])=[CH:9][NH:8][C:4]=2[N:5]=[CH:6][N:7]=1
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참가 물질

6

반응물 3

HCID 11430Potassium CarbonateHCID 23642ThioguaiacolHCID 867069334-chloro-5-iodo-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidine

생성물 1

HCID 1184337664-Chloro-5-((2-methoxyphenyl)thio)-7H-pyrrolo[2,3-d]pyrimidine수율 87.6%

시약·촉매·용매 2

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

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온도
50 °C

실험 절차

4-Chloro-5-iodo-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidine (110 mg, 0.27 mmol) was treated with 2-methoxybenzenethiol (49 μl, 0.40 mmol), copper(I) iodide (77 mg, 0.40 mmol) and potassium carbonate (74 mg, 0.54 mmol) in 2.2 mL dimethylformamide according to the method described in Preparation 86 but heating the reaction mixture at 50° C. overnight. The residue was purified using SP1® Purification System (0% to 15%, hexane-ethyl acetate) to give 69 mg (60% yield) of the title compound.

후처리

  1. customdescribed in Preparation 86
  2. customThe residue was purified
  3. customSP1® Purification System (0% to 15%, hexane-ethyl acetate)

출처 및 근거

ORD 기록
ord-26dae4038a5d4670a3e967a32fc21831
출처 데이터셋
uspto-grants-2016_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09388189B2

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