3,4,5-Trimethoxyaniline → 6-(2-fluorophenoxy)-N-(3,4,5-trimethoxyphenyl)pyrazin-2-amine

HRID 16294

反応式

HRID 16294 の反応式
Cl[C:2]1[CH:7]=[N:6][CH:5]=[C:4]([O:8][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=2[F:15])[N:3]=1.[CH3:16][O:17][C:18]1[CH:19]=[C:20]([CH:22]=[C:23]([O:27][CH3:28])[C:24]=1[O:25][CH3:26])[NH2:21]>CCOC(C)=O.C1CCCCC1>[CH3:28][O:27][C:23]1[CH:22]=[C:20]([NH:21][C:2]2[CH:7]=[N:6][CH:5]=[C:4]([O:8][C:9]3[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=3[F:15])[N:3]=2)[CH:19]=[C:18]([O:17][CH3:16])[C:24]=1[O:25][CH3:26]

参加物

5

反応物 2

HCID 322853,4,5-TrimethoxyanilineHCID 593434982-Chloro-6-(2-fluorophenyl-oxy)-pyrazine

生成物 1

HCID 248792626-(2-fluorophenoxy)-N-(3,4,5-trimethoxyphenyl)pyrazin-2-amine収率 71%

試薬・触媒・溶媒 2

HCID 8078Cyclohexane溶媒HCID 8857Ethyl Acetate溶媒

実験手順

Using Method EE with 2-chloro-6-(2-fluorophenyloxy)-pyrazine (200 mg, 0.89 mmol) and 3,4,5-trimethoxyaniline (196 mg, 1.07 mmol), and purification by column chromatography (AcOEt:cyclohexane, 1:1), the title compound was obtained (234 mg). Yield: 71%. 1H NMR (250 MHz, DMSO-d6) δ 3.42 (s, 6H, [CH3O]3+5), 3.54 (s, 3H, [CH3O]4), 6.69 (s, 2H, Harom2′+6′), 7.24-7.41 (m, 4H, Harom), 7.83 (s, 1H, HPz 5), 7.96 (s, 1H, HPz 3), 9.57 (s, 1H, NH).

出典と根拠

ORDレコード
ord-df473a454960406bbfb2ce3c5998edea
出典データセット
uspto-grants-2010_06
特許番号
US07737152B2

関連ノート

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