Triethylamine → HCID 178474492, 화합물

HRID 588585노트

반응식

HRID 588585 반응식
[C:1]1([C:7]#[CH:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.CCN(CC)CC.I[C:17]1[C:18]([C:26]([F:29])([F:28])[F:27])=[N:19][NH:20][C:21]=1[NH:22][C:23](=[O:25])[CH3:24]>CN(C=O)C.[Cu]I.Cl[Pd](Cl)([P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)[P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1>[C:1]1([C:7]#[C:8][C:17]2[C:18]([C:26]([F:28])([F:29])[F:27])=[N:19][NH:20][C:21]=2[NH:22][C:23](=[O:25])[CH3:24])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

참가 물질

7

반응물 3

HCID 8471TriethylamineHCID 10821PhenylacetyleneHCID 178474493HCID 178474493, 화합물

생성물 1

HCID 178474492HCID 178474492, 화합물수율 73.1%

시약·촉매·용매 3

HCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)촉매HCID 178418476HCID 178418476, 화합물촉매HCID 6228Dimethylformamide용매

반응 조건

온도
85 °C

실험 절차

A degassed solution of phenylacetylene (3.9 ml, 35 mmol) and Et3N (36 mL) in DMF (13.5 mL) was added to N-[4-iodo-3-(trifluoromethyl)-1H-pyrazol-5-yl]acetamide (4.5 g, 14 mmol), CuI (530 mg, 2.8 mmol) and PdCl2(PPh3)2 (980 mg, 1.4 mmol) under an atmosphere of N2. The reaction was then heated to 85° C. for 3.5 h. The reaction mixture was concentrated in vacuo and the residue was purified by column chromatography (silica gel, ethyl acetate/isohexane 1:9 to 1:0) yielding the title compound as a brown oil (3 g) which was used in the subsequent step.

후처리

  1. concentrationThe reaction mixture was concentrated in vacuo
  2. customthe residue was purified by column chromatography (silica gel, ethyl acetate/isohexane 1:9 to 1:0)

출처 및 근거

ORD 기록
ord-610dd52908984e65a4a87b2bde01cdf0
출처 데이터셋
uspto-grants-2016_01
특허 번호
US09227976B2

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