Ethyl orthoformate → HCID 178486900、化合物
反応式
[Br:1][C:2]1[CH:3]=[C:4]([NH2:11])[C:5]([NH2:10])=[CH:6][C:7]=1[O:8][CH3:9].[CH:12](OCC)(OCC)OCC>C(O)=O>[Br:1][C:2]1[C:7]([O:8][CH3:9])=[CH:6][C:5]2[NH:10][CH:12]=[N:11][C:4]=2[CH:3]=1参加物
4
実験手順
To a stirred mixture of 4-bromo-5-methoxybenzene-1,2-diamine (3.8 g, 18 mmol) from Step 1 of this Example and triethyl orthoformate (50 mL) was added formic acid (1 mL). The mixture was heated at reflux for 3 h, then concentrated under reduced pressure. The residue was partitioned between EtOAc (200 mL) and a 1 N aq Na2CO3 (100 mL). The EtOAc layer was separated, washed with brine (100 mL), dried over Na2SO4, filtered, and concentrated under reduced pressure to afford 5-bromo-6-methoxy-1H-benzo[d]imidazole (4.0 g) as a brown oil. The material was used in the next step without further purification. LCMS (ESI) m/z 228 and 230 (M+H)+.
後処理
- temperatureThe mixture was heated
- temperatureat reflux for 3 h
- concentrationconcentrated under reduced pressure
- customThe residue was partitioned between EtOAc (200 mL)
- customThe EtOAc layer was separated
- washwashed with brine (100 mL)
- dry with materialdried over Na2SO4
- filtrationfiltered
- concentrationconcentrated under reduced pressure
出典と根拠
- ORDレコード
- ord-f69d5c05eb224f6f98cf0c651b1fcde6
- 出典データセット
- uspto-grants-2015_02
- 特許番号
- US08952058B2
反応ノート
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