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

HRID 130666노트

반응식

HRID 130666 반응식
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

참가 물질

5

반응물 3

HCID 11858Ethyl 2-chloroacetoacetateHCID 108987152-Amino-4-MethoxypyridineHCID 178485487HCID 178485487, 화합물

생성물 1

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

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-43c864b3a04949b1b6a23bfda8b98c7a
출처 데이터셋
uspto-grants-2008_06
특허 번호
US07381824B2

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