Triphenylarsine → HCID 86603177, 화합물

HRID 1818948노트

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HRID 1818948 반응식
[Cl:1][C:2]1[C:3]2[S:10][C:9]([Sn](CCCC)(CCCC)CCCC)=[CH:8][C:4]=2[N:5]=[CH:6][N:7]=1.I[C:25]1[CH:26]=[N:27][N:28]([CH2:30][CH2:31][N:32]2[CH2:36][CH2:35][CH2:34][CH2:33]2)[CH:29]=1.[As](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1>CN(C=O)C.C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.[Pd].[Pd].[Cu]I>[Cl:1][C:2]1[C:3]2[S:10][C:9]([C:25]3[CH:26]=[N:27][N:28]([CH2:30][CH2:31][N:32]4[CH2:36][CH2:35][CH2:34][CH2:33]4)[CH:29]=3)=[CH:8][C:4]=2[N:5]=[CH:6][N:7]=1

참가 물질

7

반응물 3

HCID 11773TriphenylarsineHCID 567769944-Chloro-6-(tributylstannyl)thieno[3,2-d]pyrimidineHCID 64429562HCID 64429562, 화합물

생성물 1

HCID 86603177HCID 86603177, 화합물

시약·촉매·용매 3

HCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)촉매HCID 9811564Bis(dibenzylideneacetone)palladium촉매HCID 6228Dimethylformamide용매

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온도
80 °C

실험 절차

Compound 52.1 (22.58 mmol) and 4-iodo-1-(2-pyrrolidin-1-yl-ethyl)-1H-pyrazole (22.32 mmol) was dissolved in DMF and degassed with nitrogen. To this was added Pd2(dba)3 (0.23 mmol), Ph3As (0.46 mmol) and CuI (1.16 mmol). The reaction mixture was heated at 80° C. for 6 hours, concentrated to dryness and purified by flash column chromatography on silica gel (10% MeOH in dichloromethane) to provide 4-chloro-6-[1-(2-pyrrolidin-1-yl-ethyl)-1H-pyrazol-4-yl]-thieno[3,2-d]pyrimidine (compound 52.2).

후처리

  1. customdegassed with nitrogen
  2. concentrationconcentrated to dryness
  3. custompurified by flash column chromatography on silica gel (10% MeOH in dichloromethane)

출처 및 근거

ORD 기록
ord-cf77406481f64b99a5b9dd6734cad972
출처 데이터셋
uspto-grants-2009_10
특허 번호
US07601725B2

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