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4-(Trifluoromethyl)phenylacetonitrile → HCID 58007561, 화합물

HRID 1094439
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HRID 1094439 반응식
[F:1][C:2]([F:13])([F:12])[C:3]1[CH:8]=[CH:7][C:6]([CH2:9][C:10]#[N:11])=[CH:5][CH:4]=1.CCN(CCCC(N[C:25]1[CH:26]=[C:27](/C=C/C2C=CC=CC=2Cl)[N:28]=[C:29]2[CH:34]=[C:33](Cl)[CH:32]=[CH:31][C:30]=12)C)CC.C([O-])=O.[NH4+]>CO.[Pd]>[N:28]1[C:29]2[C:30](=[CH:31][CH:32]=[CH:33][CH:34]=2)[CH:25]=[C:26]([NH:11][CH2:10][CH2:9][C:6]2[CH:5]=[CH:4][C:3]([C:2]([F:12])([F:13])[F:1])=[CH:8][CH:7]=2)[CH:27]=1
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참가 물질

6

반응물 3

HCID 753594-(Trifluoromethyl)phenylacetonitrileHCID 2723923Ammonium formateHCID 5708341Aminoquinol

생성물 1

HCID 58007561HCID 58007561, 화합물수율 73%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 887Methanol용매

반응 조건

온도
80 °C

실험 절차

A solution of 10.4 mmol 4-(trifluoromethyl)phenylacetonitrile (commercially available) and 3.5 eq. aminoquinoline in MeOH (10 mL) was treated with ammonium formate (5 eq.) and 10% Pd/C (100 mg) and stirred at 80° C. for 2 h. Filtration, concentration and purification by chromatography (SiO2, CH2Cl2/MeOH) afforded the title compound (73%) as a yellow oil. MS m/e: 317.1 [M+H]+.

후처리

  1. filtrationFiltration, concentration and purification by chromatography (SiO2, CH2Cl2/MeOH)

출처 및 근거

ORD 기록
ord-96af17530c27410d82d9e47b838b06ca
출처 데이터셋
uspto-grants-2012_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08133909B2

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