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3,4,5-Trimethoxyaniline → 6-({6-[(3,4,5-trimethoxyphenyl)amino]pyrazin-2-yl}oxy)-2,3-dihydro-1H-inden-1-one

HRID 16305
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HRID 16305 반응식
Cl[C:2]1[CH:7]=[N:6][CH:5]=[C:4]([O:8][C:9]2[CH:17]=[C:16]3[C:12]([CH2:13][CH2:14][C:15]3=[O:18])=[CH:11][CH:10]=2)[N:3]=1.[CH3:19][O:20][C:21]1[CH:22]=[C:23]([CH:25]=[C:26]([O:30][CH3:31])[C:27]=1[O:28][CH3:29])[NH2:24]>CCOC(C)=O>[CH3:31][O:30][C:26]1[CH:25]=[C:23]([NH:24][C:2]2[CH:7]=[N:6][CH:5]=[C:4]([O:8][C:9]3[CH:17]=[C:16]4[C:12]([CH2:13][CH2:14][C:15]4=[O:18])=[CH:11][CH:10]=3)[N:3]=2)[CH:22]=[C:21]([O:20][CH3:19])[C:27]=1[O:28][CH3:29]
참가 물질실험 절차출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 322853,4,5-TrimethoxyanilineHCID 593434172-Chloro-6-(indanone-6-oxy)-pyrazine

생성물 1

HCID 248794676-({6-[(3,4,5-trimethoxyphenyl)amino]pyrazin-2-yl}oxy)-2,3-dihydro-1H-inden-1-one수율 10%

시약·촉매·용매 1

HCID 8857Ethyl Acetate용매

실험 절차

Using Method EE with 2-chloro-6-(indanone-6-oxy)-pyrazine (200 mg, 0.77 mmol) and 3,4,5-trimethoxyaniline (169 mg, 0.92 mmol), and purification by column chromatography (AcOEt), the title compound was obtained (30 mg). Yield: 10%. 1H NMR (250 MHz, DMSO-d6) δ 2.73 (t, 2H, H3, J=5.4 Hz), 3.13 (t, 2H, H2, J=5.8 Hz), 3.37 (s, 6H, [CH3O]3+5), 3.54 (s, 3H, [CH3O]4), 6.72 (s, 2H, Harom2′+6′), 7.37 (d, 1H, Harom 7, J=2.2 Hz), 7.52 (dd, 1H, Harom 5, Jm=2.3 Hz, Jo=7.2 Hz), 7.64 (d, 1H, Harom 4, J=8.3 Hz), 7.81 (s, 1H, HPz 5), 7.98 (s, 1H, HPz 3), 9.57 (s, 1H, NH). m/z: 408.1 [(M+H)+, calcd for C22H21N3O5 407.1].

출처 및 근거

ORD 기록
ord-c20283ec64aa4de996ebf42074b12ca3
출처 데이터셋
uspto-grants-2010_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07737152B2

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