Cesium carbonate → Methyl 3-[1-(4-Chlorobenzyl)-3-methyl-5-(5-phenylpyridin-2-ylmethoxy)indol-2-yl]-2,2-dimethylpropanoate

HRID 274418ノート

反応式

HRID 274418 の反応式
[Cl:1][C:2]1[CH:27]=[CH:26][C:5]([CH2:6][N:7]2[C:15]3[C:10](=[CH:11][C:12]([OH:16])=[CH:13][CH:14]=3)[C:9]([CH3:17])=[C:8]2[CH2:18][C:19]([CH3:25])([CH3:24])[C:20]([O:22][CH3:23])=[O:21])=[CH:4][CH:3]=1.[C:28]1([C:34]2[CH:35]=[CH:36][C:37]([CH2:40]Br)=[N:38][CH:39]=2)[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1.C([O-])([O-])=O.[K+].[K+].C([O-])([O-])=O.[Cs+].[Cs+]>CN(C=O)C>[Cl:1][C:2]1[CH:27]=[CH:26][C:5]([CH2:6][N:7]2[C:15]3[C:10](=[CH:11][C:12]([O:16][CH2:40][C:37]4[CH:36]=[CH:35][C:34]([C:28]5[CH:29]=[CH:30][CH:31]=[CH:32][CH:33]=5)=[CH:39][N:38]=4)=[CH:13][CH:14]=3)[C:9]([CH3:17])=[C:8]2[CH2:18][C:19]([CH3:24])([CH3:25])[C:20]([O:22][CH3:23])=[O:21])=[CH:4][CH:3]=1

参加物

6

反応物 4

HCID 10796Cesium carbonateHCID 11430Potassium CarbonateHCID 151713012-(Bromomethyl)-5-phenylpyridineHCID 15229448HCID 15229448、化合物

生成物 1

HCID 15229449Methyl 3-[1-(4-Chlorobenzyl)-3-methyl-5-(5-phenylpyridin-2-ylmethoxy)indol-2-yl]-2,2-dimethylpropanoate

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

A solution of methyl 3-[1-(4-chlorobenzyl)-3-methyl-5-hydroxyindol-2-yl]-2,2-dimethylpropanoate (180 mg) (Preparation 1), 5-phenyl-2-picolyl bromide (138 mg), K2CO3 (84 mg) and Cs2CO3 (30 mg) in DMF (5 mL) wase stirred at r.t. under nitrogen for 48 hours. The mixture was poured onto 1N HCL, extracted 2× EtOAc, washed 2× brine, dried (MgSO4), and evaporated to dryness. The residue was purified by column chromatography (hexane/EtOAc 5:1 then 1:1) to give the title compound.

後処理

  1. additionThe mixture was poured onto 1N HCL
  2. extractionextracted 2× EtOAc
  3. washwashed 2× brine
  4. dry with materialdried (MgSO4)
  5. customevaporated to dryness
  6. customThe residue was purified by column chromatography (hexane/EtOAc 5:1

出典と根拠

ORDレコード
ord-5a87c71a46ea426eb8635a9f01235f3b
出典データセット
uspto-grants-1995_02
特許番号
US05389650

反応ノート

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