Water → Methyl 6-bromo-2-phenylimidazo[1,2-a]pyridine-7-carboxylate

HRID 908219ノート

反応式

HRID 908219 の反応式
Br[CH2:2][C:3]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)=O.C([O-])(O)=O.[Na+].[NH2:16][C:17]1[CH:18]=[C:19]([C:24]([Br:27])=[CH:25][N:26]=1)[C:20]([O:22][CH3:23])=[O:21].O>CO>[CH3:23][O:22][C:20]([C:19]1[C:24]([Br:27])=[CH:25][N:26]2[CH:2]=[C:3]([C:5]3[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=3)[N:16]=[C:17]2[CH:18]=1)=[O:21]

参加物

6

反応物 4

HCID 962WaterHCID 6259Phenacyl bromideHCID 516892Sodium BicarbonateHCID 25307230Methyl 2-amino-5-bromoisonicotinate

生成物 1

HCID 67041599Methyl 6-bromo-2-phenylimidazo[1,2-a]pyridine-7-carboxylate

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

2-Bromoacetophenone (17.29 g, 87 mmol) and NaHCO3 (8.03 g, 96 mmol) were added to a solution of methyl 2-amino-5-bromoisonicotinate (20.07 g, 87 mmol) in methanol (240 ml), and the mixture was heated to reflux (5 h). After cooling to r.t., water (75 ml) was added, and the brown suspension was stirred (15 min) and filtered. The precipitate was washed with a small amount of methanol. The title compound (10.11 g, 35%) was dried under vacuum and was used in the next step without further purification.

後処理

  1. temperaturethe mixture was heated
  2. temperatureto reflux (5 h)
  3. filtrationfiltered
  4. washThe precipitate was washed with a small amount of methanol
  5. dry with materialThe title compound (10.11 g, 35%) was dried under vacuum
  6. customwas used in the next step without further purification

出典と根拠

ORDレコード
ord-d3b91ad9ce8b47729249315fd3d39a4b
出典データセット
uspto-grants-2011_09
特許番号
US08017604B2

反応ノート

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