Triethylamine → 3-(4-Chloro-phenyl)-6-trimethylsilanylethynyl-pyridazine

HRID 1916670노트

반응식

HRID 1916670 반응식
C(N(CC)CC)C.[C:8]([Si:10]([CH3:13])([CH3:12])[CH3:11])#[CH:9].Cl[C:15]1[N:16]=[N:17][C:18]([C:21]2[CH:26]=[CH:25][C:24]([Cl:27])=[CH:23][CH:22]=2)=[CH:19][CH:20]=1>C(#N)C.C1COCC1.C1C=CC(P(C2C=CC=CC=2)[C-]2C=CC=C2)=CC=1.C1C=CC(P(C2C=CC=CC=2)[C-]2C=CC=C2)=CC=1.Cl[Pd]Cl.[Fe+2].[Cu]I>[Cl:27][C:24]1[CH:23]=[CH:22][C:21]([C:18]2[N:17]=[N:16][C:15]([C:9]#[C:8][Si:10]([CH3:13])([CH3:12])[CH3:11])=[CH:20][CH:19]=2)=[CH:26][CH:25]=1

참가 물질

8

반응물 3

HCID 8471TriethylamineHCID 66111TrimethylsilylacetyleneHCID 122575023-Chloro-6-(4-chlorophenyl)pyridazine

생성물 1

HCID 673622923-(4-Chloro-phenyl)-6-trimethylsilanylethynyl-pyridazine

시약·촉매·용매 4

HCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)촉매HCID 178418228Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)촉매HCID 6342Acetonitrile용매HCID 8028Tetrahydrofuran용매

실험 절차

Under an argon atmosphere 3.48 mL (25.0 mmol) triethylamine and 2.08 mL (15.0 mmol) ethynyl-trimethyl-silane are added successively to a solution of 2.25 g (10.0 mmol) 3-chloro-6-(4-chloro-phenyl)-pyridazine in 50 mL acetonitrile and 20 mL THF. Then 292 mg (0.40 mmol) Pd(dppf)Cl2 and 76 mg (0.40 mmol) CuI are added. The reaction solution is stirred overnight at RT. The solvent is eliminated i.vac. and further purification is carried out by column chromatography on silica gel (PE/EtOAc 1:1).

후처리

  1. customand further purification

출처 및 근거

ORD 기록
ord-6769e4aee5d84ff38a3148d9f023d6eb
출처 데이터셋
uspto-grants-2013_12
특허 번호
US08618132B2

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