Hydrochloric Acid → HCID 10817847、化合物

HRID 1974571ノート

反応式

HRID 1974571 の反応式
[NH2:1][C:2]1[CH:3]=[C:4]([CH:23]=[CH:24][CH:25]=1)[C:5]([N:7]1[C:15]2[C:10](=[CH:11][C:12]([Cl:16])=[CH:13][CH:14]=2)[C:9]([CH2:17][CH2:18][CH2:19][C:20]([OH:22])=[O:21])=[CH:8]1)=[O:6].[CH2:26]([C:30]1[CH:35]=[CH:34][C:33]([CH:36](Br)[C:37]2[CH:42]=[CH:41][C:40]([CH2:43][CH:44]([CH3:46])[CH3:45])=[CH:39][CH:38]=2)=[CH:32][CH:31]=1)[CH:27]([CH3:29])[CH3:28].C(N(C(C)C)CC)(C)C.Cl>ClCCl>[CH2:43]([C:40]1[CH:41]=[CH:42][C:37]([CH:36]([NH:1][C:2]2[CH:3]=[C:4]([CH:23]=[CH:24][CH:25]=2)[C:5]([N:7]2[C:15]3[C:10](=[CH:11][C:12]([Cl:16])=[CH:13][CH:14]=3)[C:9]([CH2:17][CH2:18][CH2:19][C:20]([OH:22])=[O:21])=[CH:8]2)=[O:6])[C:33]2[CH:34]=[CH:35][C:30]([CH2:26][CH:27]([CH3:29])[CH3:28])=[CH:31][CH:32]=2)=[CH:38][CH:39]=1)[CH:44]([CH3:46])[CH3:45]

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 81531Diisopropylethylamine2 回HCID 10618283HCID 10618283、化合物HCID 19101766HCID 19101766、化合物2 回

生成物 1

HCID 10817847HCID 10817847、化合物収率 64.4%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

反応条件

温度
20 °C

実験手順

A mixture of 4-[1-(3-aminobenzoyl)-5-chloroindol-3-yl]butyric acid (700 mg), bis(4-isobutylphenyl)methyl bromide (705 mg) and diisopropylethylamine (620 mg) in dichloromethane (20 ml) was stirred at 20° C. for 1 hour, and then bis(4-isobutylphenyl)methyl bromide (150 mg) and diisopropylethylamine (70 mg) were added. After stirred at 20° C. for 3 hours, the reaction mixture was poured into iced 1N hydrochloric acid. The organic layer was separated, washed with water and brine, and dried over magnesium sulfate. After evaporation of the solvent, the residue was chromatographed on silica gel (20 g) eluting with a mixture of hexane and ethyl acetate (10:1 to 1:1) to give 4-[1-[3-[bis(4-isobutylphenyl)methylamino]benzoyl]-5-chloroindol-3-yl]butyric acid (803 mg).

後処理

  1. stirringAfter stirred at 20° C. for 3 hours
  2. customThe organic layer was separated
  3. washwashed with water and brine
  4. dry with materialdried over magnesium sulfate
  5. customAfter evaporation of the solvent
  6. customthe residue was chromatographed on silica gel (20 g)
  7. washeluting with a mixture of hexane and ethyl acetate (10:1 to 1:1)

出典と根拠

ORDレコード
ord-a4e6465312734b8f84b074a63a641ad1
出典データセット
uspto-grants-1994_02
特許番号
US05283251

反応ノート

読み込み中…