ホームMCPワークベンチSkills
ホームワークベンチ通知マイページ
llms.txt · MCPガイドプライバシーポリシー · 利用規約 · サポートv1.8.0
  1. ホーム
  2. /反応

Potassium Carbonate → Methyl 1-{3-[2-[3-(phenylsulphonylamino)-phenyl]-2-hydroxy-ethylamino]-3-methyl-butyl}-1H-indole-5-carboxylate

HRID 2355247
ノート
印刷プレビュー

反応式

HRID 2355247 の反応式
C(O[CH:4](O)[C:5]([C:7]1[CH:8]=[C:9]([NH:13][S:14]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)(=[O:16])=[O:15])[CH:10]=[CH:11][CH:12]=1)=[O:6])C.[NH2:24][C:25]([CH3:42])([CH3:41])[CH2:26][CH2:27][N:28]1[C:36]2[C:31](=[CH:32][C:33]([C:37]([O:39][CH3:40])=[O:38])=[CH:34][CH:35]=2)[CH:30]=[CH:29]1.[BH4-].[Na+].C(=O)([O-])[O-].[K+].[K+]>C(O)C.C(N(CC)CC)C.C(OCC)(=O)C>[C:17]1([S:14]([NH:13][C:9]2[CH:8]=[C:7]([CH:5]([OH:6])[CH2:4][NH:24][C:25]([CH3:42])([CH3:41])[CH2:26][CH2:27][N:28]3[C:36]4[C:31](=[CH:32][C:33]([C:37]([O:39][CH3:40])=[O:38])=[CH:34][CH:35]=4)[CH:30]=[CH:29]3)[CH:12]=[CH:11][CH:10]=2)(=[O:15])=[O:16])[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

8

反応物 4

HCID 11430Potassium CarbonateHCID 4311764Sodium borohydrideHCID 57429080N-[3-(2-ethoxy-2-hydroxyacetyl)-phenyl]-benzenesulphonamideHCID 68453514Methyl 1-(3-amino-3-methyl-butyl)-indole-5-carboxylate

生成物 1

HCID 16659831Methyl 1-{3-[2-[3-(phenylsulphonylamino)-phenyl]-2-hydroxy-ethylamino]-3-methyl-butyl}-1H-indole-5-carboxylate

試薬・触媒・溶媒

3
HCID 8471Triethylamine触媒HCID 702Ethanol溶媒HCID 8857Ethyl Acetate溶媒

反応条件

温度
80 °C

実験手順

154 mg (0.46 mmol) N-[3-(2-ethoxy-2-hydroxyacetyl)-phenyl]-benzenesulphonamide (Component I) and 125 mg (0.48 mmol) methyl 1-(3-amino-3-methyl-butyl)-indole-5-carboxylate (Component IV) are dissolved in 10 ml of ethanol and combined with 4 drops of triethylamine. The reaction solution is heated to 80° C. for 17 hours. Then it is cooled to 0° C. and over a period of 2.5 hours 140 mg (3.7 mmol) sodium borohydride are added batchwise. The mixture is stirred for another hour at 0° C. and the reaction solution is then poured into a mixture of 20 ml of saturated aqueous potassium carbonate solution and 50 ml of ethyl acetate. After separation of the organic phase the aqueous phase is extracted with ethyl acetate. The combined organic phases are with washed saturated aqueous saline solution and dried on sodium sulphate. Then the solvent is eliminated in vacuo and the residue is chromatographed on silica gel (DCM/methanol=100:0:0→9:1).

後処理

  1. additionare added batchwise
  2. customAfter separation of the organic phase the aqueous phase
  3. extractionis extracted with ethyl acetate
  4. customdried on sodium sulphate
  5. customthe residue is chromatographed on silica gel (DCM/methanol=100:0:0→9:1)

出典と根拠

ORDレコード
ord-939f452e2a78453f9dbf29b55708be13
出典データセット
uspto-grants-2010_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07754756B2

反応ノート

読み込み中…

このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート