HCID 178486756、化合物 → HCID 178486754、化合物

HRID 2106791ノート

反応式

HRID 2106791 の反応式
N1C=CN=C1.[CH3:6][CH:7]([O:9][C:10]1[C:11]2[CH:26]=[C:25]([O:27][CH3:28])[C:24]([O:29]CC3C=CC=CC=3)=[CH:23][C:12]=2[S:13][C:14]=1[C:15]([NH:17][C:18]1[NH:22][N:21]=[N:20][N:19]=1)=[O:16])[CH3:8]>[Pd].C(O)(=O)C>[CH3:8][CH:7]([O:9][C:10]1[C:11]2[CH:26]=[C:25]([O:27][CH3:28])[C:24]([OH:29])=[CH:23][C:12]=2[S:13][C:14]=1[C:15]([NH:17][C:18]1[NH:22][N:21]=[N:20][N:19]=1)=[O:16])[CH3:6]

参加物

4

反応物 1

HCID 178486756HCID 178486756、化合物

生成物 1

HCID 178486754HCID 178486754、化合物収率 28.6%

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 176Acetic Acid溶媒2 回

実験手順

A slurry of 3-(1-methylethoxy)-5-methoxy-6-(phenylmethoxy)-N-1H-tetrazol-5-yl-benzo[b]thiophene-2-carboxamide imidazole salt (1.55 g, 3 mmoles) and 20% palladium on carbon (0.5 g) in acetic acid (250 mls) is shaken under hydrogen (50 psig) in a Parr apparatus at 40° C. After 19 hours an additional 0.5 g of catalyst and acetic acid (250 mls) are added and shaking continued at 50° C. for 33 hours. The catalyst is filtered from the cooled mixture and rinsed with acetic acid. The filtrate is stripped of solvent under reduced pressure to leave the crystalline product. Recrystallization from methanol gave the pure 3-(1-methylethoxy)-5-methoxy-6-hydroxy-N-1H-tetrazol-5-yl-benzo[b]thiophene-2-carboxamide (0.3 g): mp=245° C. (dec).

後処理

  1. filtrationThe catalyst is filtered from the cooled mixture
  2. washrinsed with acetic acid
  3. customto leave the crystalline product
  4. customRecrystallization from methanol

出典と根拠

ORDレコード
ord-ee7c5afe4e1344b7944b676f447d14db
出典データセット
uspto-grants-1990_06
特許番号
US04931459

反応ノート

読み込み中…