HCID 10252039、化合物 → 3-(2-methoxy-4-methoxycarbonyl-benzyl)-1H-indole-5-carboxylic acid

HRID 1739590ノート

反応式

HRID 1739590 の反応式
[CH3:1][O:2][C:3](=[O:32])[C:4]1[CH:9]=[CH:8][C:7]([CH2:10][C:11]2[C:19]3[C:14](=[CH:15][CH:16]=[C:17]([C:20]([O:22]CC4C=CC=CC=4)=[O:21])[CH:18]=3)[NH:13][CH:12]=2)=[C:6]([O:30][CH3:31])[CH:5]=1>CN(C)C=O.C(O)=O.[Pd]>[CH3:31][O:30][C:6]1[CH:5]=[C:4]([C:3]([O:2][CH3:1])=[O:32])[CH:9]=[CH:8][C:7]=1[CH2:10][C:11]1[C:19]2[C:14](=[CH:15][CH:16]=[C:17]([C:20]([OH:22])=[O:21])[CH:18]=2)[NH:13][CH:12]=1

参加物

5

反応物 1

HCID 10252039HCID 10252039、化合物

生成物 1

HCID 103372503-(2-methoxy-4-methoxycarbonyl-benzyl)-1H-indole-5-carboxylic acid収率 73%

試薬・触媒・溶媒 3

HCID 23938Palladium触媒HCID 284Formic Acid溶媒HCID 6228Dimethylformamide溶媒

実験手順

To a solution of 4-[5-benzoxycarbonyl-1H-indol-3-ylmethyl]-3-methoxy-benzoic acid methylester (3.46 grams, 8.06 mmol) in dimethylformamide (40 mL) and formic acid (2 mL) was added 10% palladium on carbon (1.5 grams). The resulting mixture was hydrogenated at 30 psi for 1.5 hours. The mixture was filtered through celite and the filtrate diluted with ethyl acetate. This solution was washed several times with 1 M hydrochloric acid (aq). The organics were then dried over magnesium sulfate and concentrated. Recrystallization from methylene chloride gave 3-(2-methoxy-4-methoxycarbonyl-benzyl)-1H-indole-5-carboxylic acid (1.97 grams, 73% yield).

後処理

  1. filtrationThe mixture was filtered through celite
  2. additionthe filtrate diluted with ethyl acetate
  3. washThis solution was washed several times with 1 M hydrochloric acid (aq)
  4. dry with materialThe organics were then dried over magnesium sulfate
  5. concentrationconcentrated
  6. customRecrystallization from methylene chloride

出典と根拠

ORDレコード
ord-64322bc4749042dda6e38d1988468d9d
出典データセット
uspto-grants-1999_10
特許番号
US05965745

反応ノート

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