Methanol → HCID 178508379、化合物

HRID 1927248ノート

反応式

HRID 1927248 の反応式
CO.[CH2:3]([O:10][C:11]1[CH:16]=[CH:15][C:14]([CH2:17][C:18]([NH:20][NH2:21])=O)=[CH:13][CH:12]=1)[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.[NH2:22][C:23]1[C:28]([C:29]#[N:30])=[CH:27][CH:26]=[CH:25][N:24]=1.C[O-].[Na+].CO>C(OCC)(=O)C.O>[CH2:3]([O:10][C:11]1[CH:16]=[CH:15][C:14]([CH2:17][C:18]2[NH:30][C:29]([C:28]3[C:23]([NH2:22])=[N:24][CH:25]=[CH:26][CH:27]=3)=[N:21][N:20]=2)=[CH:13][CH:12]=1)[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1

参加物

7

反応物 4

HCID 887MethanolHCID 8182592-Amino-3-cyanopyridineHCID 23694274Sodium methanolate methanolHCID 59287387(4-Benzyloxy-phenyl)-acetic acid hydrazide

生成物 1

HCID 178508379HCID 178508379、化合物収率 1.1%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 8857Ethyl Acetate溶媒

実験手順

To a methanol (10 mL) solution of 4-benzyloxy-phenylacetic acid hydrazide (200 mg) described in Manufacturing Example 15-1 were added 2-amino-3-cyanopyridine (92 mg) and 28% sodium methoxide-methanol solution (30 mg), which was stirred for 14 hours under heating and reflux. Water and ethyl acetate were added to the reaction solution, and then the organic layer was extracted. The organic layer was washed with water and saturated brine, then dried over anhydrous magnesium sulfate and filtered, after which the filtrate was evaporated under a reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate:heptane=1:5) to obtain the titled compound (3 mg).

後処理

  1. temperatureunder heating
  2. temperaturereflux
  3. extractionthe organic layer was extracted
  4. washThe organic layer was washed with water and saturated brine
  5. dry with materialdried over anhydrous magnesium sulfate
  6. filtrationfiltered
  7. customafter which the filtrate was evaporated under a reduced pressure
  8. customThe residue was purified by silica gel column chromatography (ethyl acetate:heptane=1:5)

出典と根拠

ORDレコード
ord-f9b378c1de824eaf995d10665e2b3265
出典データセット
uspto-grants-2012_05
特許番号
US08183264B2

反応ノート

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