Ethyl 2-chloroacetoacetate → Ethyl 7-methoxy-2-methylimidazo[1,2-a]pyridine-3-carboxylate

HRID 2076240ノート

反応式

HRID 2076240 の反応式
OC1C=CN2C(C(NC)=O)=C(C)N=C2C=1.[CH3:16][O:17][C:18]1[CH:23]=[CH:22][N:21]=[C:20]([NH2:24])[CH:19]=1.Cl[CH:26]([C:32](=O)[CH3:33])[C:27]([O:29][CH2:30][CH3:31])=[O:28]>C(O)C>[CH3:16][O:17][C:18]1[CH:23]=[CH:22][N:21]2[C:26]([C:27]([O:29][CH2:30][CH3:31])=[O:28])=[C:32]([CH3:33])[N:24]=[C:20]2[CH:19]=1

参加物

5

反応物 3

HCID 11858Ethyl 2-chloroacetoacetateHCID 108987152-Amino-4-MethoxypyridineHCID 178485487HCID 178485487、化合物

生成物 1

HCID 53485249Ethyl 7-methoxy-2-methylimidazo[1,2-a]pyridine-3-carboxylate

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

Note that 7-hydroxy-N,2-dimethylimidazo[1,2-α]pyridine-3-carboxamide 111-B was obtained by the following procedure. To a solution of 4-methoxypyridin-2-amine (prepared as in Org. Prep. & Proc. Int., 29, 1, 117-122, 1997) 2.8 g, 22.6 mmol in ethanol (100 ml) was added ethyl 2-chloro-3-oxobutanoate (6.2 ml, 45.2 mmol) and the resulting solution heated to reflux for 16 hours under a nitrogen atmosphere. The solvents were removed in-vacuo and the yellow solid was titrated with dichloromethane to extract the crude product. The dichloromethane extracts were concentrated and purified by flash chromatography (eluting with ethyl acetate) to yield ethyl 7-methoxy-2-methylimidazo[1,2-α]pyridine-3-carboxylate, 2 g, 38%, as a yellow solid.

後処理

  1. customwas obtained by the following procedure
  2. temperaturethe resulting solution heated
  3. temperatureto reflux for 16 hours under a nitrogen atmosphere
  4. customThe solvents were removed in-vacuo
  5. extractionto extract the crude product
  6. concentrationThe dichloromethane extracts were concentrated
  7. custompurified by flash chromatography (eluting with ethyl acetate)

出典と根拠

ORDレコード
ord-c3ef833701c440b381ea38408143b629
出典データセット
uspto-grants-2011_04
特許番号
US07923457B2

反応ノート

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