(3-Amino-2-benzylamino-6-trifluormethyl-pyridin-4-yl)-carbamic acid ethyl ester → 4-Benzylamino-6-trifluoromethyl-1,3-dihydro-imidazo(4,5-c)pyridine-2-one

HRID 639632노트

반응식

HRID 639632 반응식
C([O:3][C:4](=O)[NH:5][C:6]1[CH:11]=[C:10]([C:12]([F:15])([F:14])[F:13])[N:9]=[C:8]([NH:16][CH2:17][C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[C:7]=1[NH2:24])C>C(O)(=O)C>[CH2:17]([NH:16][C:8]1[C:7]2[NH:24][C:4](=[O:3])[NH:5][C:6]=2[CH:11]=[C:10]([C:12]([F:15])([F:14])[F:13])[N:9]=1)[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1

참가 물질

3

반응물 1

HCID 67455304(3-Amino-2-benzylamino-6-trifluormethyl-pyridin-4-yl)-carbamic acid ethyl ester

생성물 1

HCID 674563914-Benzylamino-6-trifluoromethyl-1,3-dihydro-imidazo(4,5-c)pyridine-2-one수율 48%

시약·촉매·용매 1

HCID 176Acetic Acid용매

반응 조건

온도
80 °C

실험 절차

(3-amino-2-benzylamino-6-trifluormethyl-pyridin-4-yl)-carbamic acid ethyl ester (88 mg, 0.25 mmol) was dissolved in 5 mL of acetic acid and the reaction mixture was stirred at 80° C. overnight. The solvent was removed and the gum was partitioned in water/ethyl acetate. The organic layer was isolated, dried over MgSO4, the solvent was removed in vacuo and purified by column chromatography on silica eluting with a gradient of 1% to 5% of methanol in ethyl acetate to give 37 mg of the title compound as a colourless gum.

후처리

  1. customThe solvent was removed
  2. customthe gum was partitioned in water/ethyl acetate
  3. customThe organic layer was isolated
  4. dry with materialdried over MgSO4
  5. customthe solvent was removed in vacuo
  6. custompurified by column chromatography on silica eluting with a gradient of 1% to 5% of methanol in ethyl acetate

출처 및 근거

ORD 기록
ord-22f43b8b151f45279b93b5529ce0ad53
출처 데이터셋
uspto-grants-2010_04
특허 번호
US07691877B2

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