HCID 178486756, 화합물 → HCID 178486754, 화합물

HRID 1165590노트

반응식

HRID 1165590 반응식
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]

참가 물질

4

반응물 1

HCID 178486756HCID 178486756, 화합물

생성물 1

HCID 178486754HCID 178486754, 화합물수율 28.6%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 176Acetic Acid용매2회

실험 절차

A slurry of 3-(1-methylethoxy)-5-methoxy-6(phenylmethoxy)-N-1H-tetrazol-5-yl-benzo[b]thiophene2-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-lH-tetrazol-5-yl-benzo[b]thiophene-2-carboxamide (0.3 g): mp=245° C. (dec).

후처리

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

출처 및 근거

ORD 기록
ord-d8ec337016b546438e080bbf7c3c2dcc
출처 데이터셋
uspto-grants-1990_03
특허 번호
US04910317

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