Acetic Acid → 3-(1-Benzyl-2-oxo-2,5,6,7-tetrahydro-1h-azepin-3-yl)-n-hydroxy-propionamide

HRID 2240614ノート

反応式

HRID 2240614 の反応式
C[O:2][C:3](=O)[CH2:4][CH2:5][C:6]1[C:7](=[O:20])[N:8]([CH2:13][C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[CH2:9][CH2:10][CH2:11][CH:12]=1.CO.[NH2:24][O:25][K].C(O)(=O)C>C(OCC)(=O)C>[CH2:13]([N:8]1[CH2:9][CH2:10][CH2:11][CH:12]=[C:6]([CH2:5][CH2:4][C:3]([NH:24][OH:25])=[O:2])[C:7]1=[O:20])[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1

参加物

6

反応物 4

HCID 176Acetic AcidHCID 887MethanolHCID 685828973-(1-Benzyl-2-oxo-2,5,6,7-tetrahydro-1H-azepin-3-yl)-propionic acid methyl esterHCID 178514655HCID 178514655、化合物

生成物 1

HCID 112547463-(1-Benzyl-2-oxo-2,5,6,7-tetrahydro-1h-azepin-3-yl)-n-hydroxy-propionamide収率 43%

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒

反応条件

温度
0 °C

実験手順

108 mg of compound (d) prepared by the above Step 3 was dissolved in methanol solution (0.376 mmol) and then 1.7 M methanolic suspension solution containing NH2OK (1.315 ml, 2.63 mmol) was added thereto at 0° C. and the resulting mixture was stirred for 3 hrs at room temperature. The resulting mixture was neutralized with 0.02 ml of acetic acid, diluted with 10 ml of ethyl acetate solution, filtered and concentrated in vacuo. The resulting compound was purified by column chromatography on Silica gel with methanol/chloroform (1:10) solvent mixture as an eluant to give 46 mg of the title compound (e1) (yield: 43%).

後処理

  1. additionwas added
  2. filtrationfiltered
  3. concentrationconcentrated in vacuo
  4. customThe resulting compound was purified by column chromatography on Silica gel with methanol/chloroform (1:10) solvent mixture as an eluant

出典と根拠

ORDレコード
ord-1ff50168c45043a893448831e28cf43d
出典データセット
uspto-grants-2010_05
特許番号
US07723376B2

反応ノート

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