(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 639632ノート

反応式

HRID 639632 の反応式
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

参加物

3

反応物 1

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

反応条件

温度
80 °C

実験手順

(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.

後処理

  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

出典と根拠

ORDレコード
ord-22f43b8b151f45279b93b5529ce0ad53
出典データセット
uspto-grants-2010_04
特許番号
US07691877B2

反応ノート

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