Hydrochloric Acid → Ethyl 4-{3-{4-(4-ethylphenyl)methylamino-3-{3-[4-(2-methoxyphenyl)piperazin-1-yl]propoxy)benzoyl}indol-1-yl}butanoate hydrochloride

HRID 1066178ノート

反応式

HRID 1066178 の反応式
[Cl:1]CCCO[C:6]1[CH:30]=[C:29]([NH:31][CH2:32][C:33]2[CH:38]=[CH:37][C:36]([CH2:39][CH3:40])=[CH:35][CH:34]=2)[CH:28]=[CH:27][C:7]=1[C:8]([C:10]1[C:18]2[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=2)[N:12]([CH2:19][CH2:20][CH2:21][C:22]([O:24][CH2:25][CH3:26])=[O:23])[CH:11]=1)=[O:9].Cl.[CH3:42][O:43][C:44]1[CH:49]=[CH:48][CH:47]=[CH:46][C:45]=1[N:50]1[CH2:55][CH2:54][NH:53][CH2:52][CH2:51]1.[I-].[K+].Cl>CN(C)C=O.C(OCC)(=O)C.C(N(CC)CC)C>[ClH:1].[CH2:39]([C:36]1[CH:37]=[CH:38][C:33]([CH2:32][NH:31][C:29]2[CH:30]=[CH:6][C:7]([C:8]([C:10]3[C:18]4[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=4)[N:12]([CH2:19][CH2:20][CH2:21][C:22]([O:24][CH2:25][CH3:26])=[O:23])[CH:11]=3)=[O:9])=[CH:27][C:28]=2[O:9][CH2:8][CH2:7][CH2:6][N:53]2[CH2:54][CH2:55][N:50]([C:45]3[CH:46]=[CH:47][CH:48]=[CH:49][C:44]=3[O:43][CH3:42])[CH2:51][CH2:52]2)=[CH:34][CH:35]=1)[CH3:40]

参加物

8

反応物 4

HCID 313Hydrochloric AcidHCID 4875Potassium IodideHCID 9899402N-(2-Methoxyphenyl)piperazine hydrochlorideHCID 21197980Ethyl 4-{3-[3-chloropropoxy-4-(4-ethylphenyl)methylaminobenzoyl]indol-1-yl}butanoate

生成物 1

HCID 21197984Ethyl 4-{3-{4-(4-ethylphenyl)methylamino-3-{3-[4-(2-methoxyphenyl)piperazin-1-yl]propoxy)benzoyl}indol-1-yl}butanoate hydrochloride収率 142.6%

試薬・触媒・溶媒 3

HCID 6228Dimethylformamide溶媒HCID 8471Triethylamine溶媒HCID 8857Ethyl Acetate溶媒

実験手順

Ethyl 4-{3-[3-chloropropoxy-4-(4-ethylphenyl)methylaminobenzoyl]indol-1-yl}butanoate (44.5 g) was dissolved in N,N-dimethylformamide (230 ml), and 1-(2-methoxyphenyl)piperazine hydrochloride (36.2 g), potassium iodide (52.5 g), and triethylamine (46 ml) were added to the solution. The resultant mixture was stirred at 90° C. for one hour. The reaction mixture was cooled and poured into ethyl acetate (230 ml) and 1N hydrochloric acid (460 ml) was added. Crystals so precipitated were collected by filtration and recrystallized from 90% ethanol, to thereby obtain 42.6 g of ethyl 4-{3-{4-(4-ethylphenyl)methylamino-3-{3-[4-(2-methoxyphenyl)piperazin-1-yl]propoxy)benzoyl}indol-1-yl}butanoate hydrochloride as colorless crystals.

後処理

  1. temperatureThe reaction mixture was cooled
  2. additionwas added
  3. customCrystals so precipitated
  4. filtrationwere collected by filtration
  5. customrecrystallized from 90% ethanol

出典と根拠

ORDレコード
ord-cea1863352ff43f59f2d54dbee054e4f
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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