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6-Butyl-4-iodo-2-methyl-5-[(4-iodophenyl)methyl]pyrimidine → 6-Butyl-5-(4-iodobenzyl)-2-methylpyrimidine-4-carbonitrile

HRID 373964
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HRID 373964 반응식
[C:1]([Cu])#[N:2].[CH2:4]([C:8]1[N:13]=[C:12]([CH3:14])[N:11]=[C:10](I)[C:9]=1[CH2:16][C:17]1[CH:22]=[CH:21][C:20]([I:23])=[CH:19][CH:18]=1)[CH2:5][CH2:6][CH3:7]>N1C=CC=CC=1.C(Cl)Cl>[CH2:4]([C:8]1[N:13]=[C:12]([CH3:14])[N:11]=[C:10]([C:1]#[N:2])[C:9]=1[CH2:16][C:17]1[CH:18]=[CH:19][C:20]([I:23])=[CH:21][CH:22]=1)[CH2:5][CH2:6][CH3:7]
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참가 물질

5

반응물 2

HCID 190187966-Butyl-4-iodo-2-methyl-5-[(4-iodophenyl)methyl]pyrimidineHCID 178418546HCID 178418546, 화합물2회

생성물 1

HCID 190188006-Butyl-5-(4-iodobenzyl)-2-methylpyrimidine-4-carbonitrile수율 87.5%

시약·촉매·용매 2

HCID 1049Pyridine용매2회HCID 6344Dichloromethane용매

실험 절차

A mixture of 800 mg (8.94 mmol) CuCN and 10 mL pyridine was heated to 110° C. until all of the CuCN went into solution (7 minutes). To this mixture was added a solution of 440 mg (0.894 mmol) 6-butyl-4-iodo-2-methyl-5-[(4-iodophenyl)methyl]pyrimidine in 3 mL pyridine. After 5 minutes, the reaction mixture was cooled to room temperature, diluted with CH2Cl2, filtered through powdered cellulose flock, stripped of solvent in vacuo, and was medium pressure chromatographed on silica gel using 13% EtOAc/hexane to give 306 mg of the title compound, 87% yield. Rf 0.29 in 15% EtOAc/hexane, visualized by UV and ammonium molybdate/ceric sulfate stain;

후처리

  1. customwent into solution (7 minutes)
  2. filtrationfiltered through powdered cellulose flock
  3. customchromatographed on silica gel using 13% EtOAc/hexane

출처 및 근거

ORD 기록
ord-fd0ccf9316f6413bb5fc53f3d5e5d4a3
출처 데이터셋
uspto-grants-1992_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05166206

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