2,6-Difluorobenzoyl chloride → 2-(3,4,5-Trimethoxyphenylamino)-6-[4-(2,6-difluorophenylcarbonyl)-amino phenyl]-pyrazine

HRID 16318

반응식

HRID 16318 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]1[CH:34]=[CH:33][CH:32]=[C:31]([F:35])[C:30]=1[C:36](Cl)=[O:37]>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:30]4[C:29]([F:28])=[CH:34][CH:33]=[CH:32][C:31]=4[F:35])=[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 874382,6-Difluorobenzoyl chlorideHCID 593434392-(3,4,5-Trimethoxyphenylamino)-6-(4-aminophenyloxy)-pyrazine

생성물 1

HCID 669125662-(3,4,5-Trimethoxyphenylamino)-6-[4-(2,6-difluorophenylcarbonyl)-amino phenyl]-pyrazine수율 30%

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 2,6-difluoro-phenylcarbonyl chloride (30 mg, 0.17 mmol), and purification by column chromatography (AcOEt), the title compound was obtained (21 mg). Yield: 30%. 1H NMR (250 MHz, DMSO-d6) δ 3.65 (s, 3H, [CH3O]4), 3.85 (s, 6H, [CH3O]3+5), 7.27 (s, 2H, Harom2′+6′), 7.45-7.47 (m, 1H, Harom 3″), 7.79-7.84 (m, 2H, Harom 4″+5″), 7.86 (d, 2H, Harom 3+5, J=8.3 Hz), 8.14 (s, 1H, HPz 5), 8.15 (d, 2H, Harom 2+6, J=6.7 Hz), 8.52 (s, 1H, HPz 3), 9.56 (s, 1H, NH), 10.61 (s, 1H, NHamide). m/z 493.2 [(M+H)+ calcd for C26H22F2N4O6 492.2].

출처 및 근거

ORD 기록
ord-41b43b43a566470582a78c52bf67495b
출처 데이터셋
uspto-grants-2010_06
특허 번호
US07737152B2

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