Diisopropyl Ether → Ethyl 8-(cyclohexylmethoxy)-2,6-dimethylimidazo[1,2-a]pyridine-3-carboxylate

HRID 64400

반응식

HRID 64400 반응식
[CH:1]1([CH2:7][O:8][C:9]2[C:10]([NH2:16])=[N:11][CH:12]=[C:13]([CH3:15])[CH:14]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.Cl[CH:18]([C:24](=O)[CH3:25])[C:19]([O:21][CH2:22][CH3:23])=[O:20].C(N(CC)CC)C.C(OC(C)C)(C)C>C1(C)C=CC=CC=1.O>[CH:1]1([CH2:7][O:8][C:9]2[C:10]3[N:11]([C:18]([C:19]([O:21][CH2:22][CH3:23])=[O:20])=[C:24]([CH3:25])[N:16]=3)[CH:12]=[C:13]([CH3:15])[CH:14]=2)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1

참가 물질

7

반응물 4

HCID 7914Diisopropyl EtherHCID 8471TriethylamineHCID 11858Ethyl 2-chloroacetoacetateHCID 867134073-(Cyclohexylmethoxy)-5-methylpyridin-2-amine

생성물 1

HCID 71108833Ethyl 8-(cyclohexylmethoxy)-2,6-dimethylimidazo[1,2-a]pyridine-3-carboxylate

시약·촉매·용매 2

HCID 962Water용매HCID 1140Toluene용매

반응 조건

온도
110 °C

실험 절차

To a solution of 1.38 g of 3-(cyclohexylmethoxy)-5-methylpyridin-2-amine in 24 ml of toluene were added 1.21 ml of ethyl 2-chloro-3-oxobutanoate and 1.23 ml of triethylamine, followed by stirring at 110° C. for 3 days. After leaving to be cooled at room temperature, water and diisopropyl ether were added thereto to carry out a layer separation operation. The organic layer was dried over anhydrous sodium sulfate and the solvent was evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography to obtain 1.52 g of ethyl 8-(cyclohexylmethoxy)-2,6-dimethylimidazo[1,2-a]pyridine-3-carboxylate.

후처리

  1. customAfter leaving
  2. temperatureto be cooled at room temperature
  3. customa layer separation operation
  4. dry with materialThe organic layer was dried over anhydrous sodium sulfate
  5. customthe solvent was evaporated under reduced pressure
  6. customThe obtained residue was purified by silica gel column chromatography

출처 및 근거

ORD 기록
ord-d2d55b23c17241fd92a6743415c415e4
출처 데이터셋
uspto-grants-2016_09
특허 번호
US09447090B2

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