2-Amino-3-(2-methylbenzylamino)pyridine → 8-(2-Methylbenzylamino)-3-(2-propynyl)-2-methylimidazo[1,2-a]pyridine

HRID 4301

반응식

HRID 4301 반응식
[NH2:1][C:2]1[C:7]([NH:8][CH2:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=2[CH3:16])=[CH:6][CH:5]=[CH:4][N:3]=1.S(O[CH:22]([CH2:26][C:27]#[CH:28])[C:23](=O)[CH3:24])(C)(=O)=O>C(O)C>[CH3:16][C:11]1[CH:12]=[CH:13][CH:14]=[CH:15][C:10]=1[CH2:9][NH:8][C:7]1[C:2]2[N:3]([C:22]([CH2:26][C:27]#[CH:28])=[C:23]([CH3:24])[N:1]=2)[CH:4]=[CH:5][CH:6]=1

참가 물질

4

반응물 2

HCID 138258912-Amino-3-(2-methylbenzylamino)pyridineHCID 143683463-Mesyloxy-5-hexyn-2-one

생성물 1

HCID 138259268-(2-Methylbenzylamino)-3-(2-propynyl)-2-methylimidazo[1,2-a]pyridine수율 30.3%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

A solution of 2-amino-3-(2-methylbenzylamino)pyridine (2 g) and 3-mesyloxy-5-hexyn-2-one (1.78 g) in ethanol (40 ml) was refluxed for 31.5 hours and then evaporated in vacuo. The residue was treated with aqueous sodium bicarbonate solution and extracted with methylene chloride. The extract was washed with water, dried over magnesium sulfate, and evaporated in vacuo. The residue was purified by column chromatography on silica gel (40 g) with a mixtutre of methylene chloride and ethyl acetate (50:1 to 10:1) as an eluent to give 8-(2-methylbenzylamino)-3-(2-propynyl)-2-methylimidazo[1,2-a]pyridine (0.82 g).

후처리

  1. customevaporated in vacuo
  2. additionThe residue was treated with aqueous sodium bicarbonate solution
  3. extractionextracted with methylene chloride
  4. washThe extract was washed with water
  5. dry with materialdried over magnesium sulfate
  6. customevaporated in vacuo
  7. customThe residue was purified by column chromatography on silica gel (40 g) with a mixtutre of methylene chloride and ethyl acetate (50:1 to 10:1) as an eluent

출처 및 근거

ORD 기록
ord-02f0036534674dbdbf7bb937e43757ec
출처 데이터셋
uspto-grants-1988_02
특허 번호
US04725601

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