4-(Trifluoromethyl)benzoyl chloride → 2-(3,4,5-Trimethoxyphenylamino)-6-[4-(4-trifluoromethyl-phenylcarbonyl)-aminophenyl]-pyrazine

HRID 16316

반응식

HRID 16316 반응식
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([NH:13][C:14]2[CH:19]=[N:18][CH:17]=[C:16](OC3C=CC(N)=CC=3)[N:15]=2)[CH:6]=[C:7]([O:11][CH3:12])[C:8]=1[O:9][CH3:10].[F:28][C:29]([F:40])([F:39])[C:30]1[CH:35]=[CH:34][C:33]([C:36](Cl)=[O:37])=[CH:32][CH:31]=1>CCOC(C)=O>[CH3:12][O:11][C:7]1[CH:6]=[C:5]([NH:13][C:14]2[CH:19]=[N:18][CH:17]=[C:16]([C:4]3[CH:3]=[CH:8][C:7]([C:36]([C:33]4[CH:34]=[CH:35][C:30]([C:29]([F:40])([F:39])[F:28])=[CH:31][CH:32]=4)=[O:37])=[CH:6][C:5]=3[NH2:13])[N:15]=2)[CH:4]=[C:3]([O:2][CH3:1])[C:8]=1[O:9][CH3:10]

참가 물질

4

반응물 2

HCID 676074-(Trifluoromethyl)benzoyl chlorideHCID 593434392-(3,4,5-Trimethoxyphenylamino)-6-(4-aminophenyloxy)-pyrazine

생성물 1

HCID 669126632-(3,4,5-Trimethoxyphenylamino)-6-[4-(4-trifluoromethyl-phenylcarbonyl)-aminophenyl]-pyrazine수율 46%

시약·촉매·용매 1

HCID 8857Ethyl Acetate용매

실험 절차

Using Method LL with 2-(3,4,5-trimethoxyphenylamino)-6-(4-aminophenyloxy)-pyrazine (50 mg, 0.14 mmol) and 4-trifluoromethyl-phenylcarbonyl chloride (35 mg, 0.17 mmol), and purification by column chromatography (AcOEt), the title compound was obtained (34 mg). Yield: 46%. 1H NMR (250 MHz, DMSO-d6) δ 3.65 (s, 3H, [CH3O]4), 3.85 (s, 6H, [CH3O]3+5), 7.28 (s, 2H, Harom2′+6′), 7.95 (d, 4H, Harom 3+5 and Harom 2″+6″ J=8.5 Hz), 8.15-8.21 (m, 4H, and Harom 2+6, Harom 3″+5″ and HPz 5), 8.53 (s, 1H, HPz 3), 9.57 (s, 1H, NH), 10.66 (s, 1H, NHamide). m/z 525.2 [(M+H)+ calcd for C27H23F3N4O4 524.2].

출처 및 근거

ORD 기록
ord-c160ff97f9f8475d93edd58c62b8410f
출처 데이터셋
uspto-grants-2010_06
특허 번호
US07737152B2

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