Methanol → 4-{3-{4-(4-Ethylphenyl)methylamino-3-{3-[4-(2-methoxyphenyl)piperazin-1-yl]propoxy}benzoyl}indol-1-yl}butanoate hydrochloride

HRID 1066179ノート

反応式

HRID 1066179 の反応式
[ClH:1].[CH2:2]([C:4]1[CH:9]=[CH:8][C:7]([CH2:10][NH:11][C:12]2[CH:36]=[CH:35][C:15]([C:16]([C:18]3[C:26]4[C:21](=[CH:22][CH:23]=[CH:24][CH:25]=4)[N:20]([CH2:27][CH2:28][CH2:29][C:30]([O:32]CC)=[O:31])[CH:19]=3)=[O:17])=[CH:14][C:13]=2[O:37][CH2:38][CH2:39][CH2:40][N:41]2[CH2:46][CH2:45][N:44]([C:47]3[CH:52]=[CH:51][CH:50]=[CH:49][C:48]=3[O:53][CH3:54])[CH2:43][CH2:42]2)=[CH:6][CH:5]=1)[CH3:3].CO.[OH-].[K+]>O1CCCC1>[ClH:1].[CH2:2]([C:4]1[CH:9]=[CH:8][C:7]([CH2:10][NH:11][C:12]2[CH:36]=[CH:35][C:15]([C:16]([C:18]3[C:26]4[C:21](=[CH:22][CH:23]=[CH:24][CH:25]=4)[N:20]([CH2:27][CH2:28][CH2:29][C:30]([OH:32])=[O:31])[CH:19]=3)=[O:17])=[CH:14][C:13]=2[O:37][CH2:38][CH2:39][CH2:40][N:41]2[CH2:46][CH2:45][N:44]([C:47]3[CH:52]=[CH:51][CH:50]=[CH:49][C:48]=3[O:53][CH3:54])[CH2:43][CH2:42]2)=[CH:6][CH:5]=1)[CH3:3]

参加物

5

反応物 3

HCID 887MethanolHCID 14797Potassium HydroxideHCID 21197984Ethyl 4-{3-{4-(4-ethylphenyl)methylamino-3-{3-[4-(2-methoxyphenyl)piperazin-1-yl]propoxy)benzoyl}indol-1-yl}butanoate hydrochloride

生成物 1

HCID 702316134-{3-{4-(4-Ethylphenyl)methylamino-3-{3-[4-(2-methoxyphenyl)piperazin-1-yl]propoxy}benzoyl}indol-1-yl}butanoate hydrochloride収率 86%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

Ethyl 4-{3-{4-(4-ethylphenyl)methylamino-3-{3-[4-(2-methoxyphenyl)piperazin-1-yl]propoxy}benzoyl}indol-1-yl}butanoate hydrochloride (40.8 g) was dissolved in tetrahydrofuran (200 ml), and methanol (200 ml) and potassium hydroxide (11.3 g) were added to the solution. The resultant mixture was refluxed for one hour and 30 minutes. The reaction mixture was cooled and concentrated under reduced pressure. Water (1.2 l) was added to dilute the residue, and the resultant solution was poured into 1N hydrochloric acid (400 ml), to thereby precipitate crystals. The crystals were collected by filtration. The collected crystals were washed with water, dried, and recrystallized from 95% ethanol, to thereby obtain 33.8 g of 4-{3-{4-(4-ethylphenyl)methylamino-3-{3-[4-(2-methoxyphenyl)piperazin-1-yl]propoxy}benzoyl}indol-1-yl}butanoate hydrochloride as pale yellow crystals.

後処理

  1. temperatureThe reaction mixture was cooled
  2. concentrationconcentrated under reduced pressure
  3. additionWater (1.2 l) was added
  4. additionto dilute the residue
  5. additionthe resultant solution was poured into 1N hydrochloric acid (400 ml)
  6. customto thereby precipitate crystals
  7. filtrationThe crystals were collected by filtration
  8. washThe collected crystals were washed with water
  9. customdried
  10. customrecrystallized from 95% ethanol

出典と根拠

ORDレコード
ord-8234147a1b074cfca81bc1a68a092201
出典データセット
uspto-grants-2001_06
特許番号
US06242449B1

反応ノート

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