Water → HCID 58442093、化合物

HRID 1256788ノート

反応式

HRID 1256788 の反応式
[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][N:8]=2)[CH:3]=[CH:2]1.[OH-].[Na+].[C:12]([O:16][C:17](=[O:36])[N:18]([CH2:28][C:29]1[CH:34]=[CH:33][C:32]([Cl:35])=[CH:31][CH:30]=1)[C:19]1[CH:24]=[CH:23][C:22]([CH:25]=[O:26])=[C:21]([Cl:27])[N:20]=1)([CH3:15])([CH3:14])[CH3:13].O>CO>[C:12]([O:16][C:17](=[O:36])[N:18]([CH2:28][C:29]1[CH:34]=[CH:33][C:32]([Cl:35])=[CH:31][CH:30]=1)[C:19]1[CH:24]=[CH:23][C:22]([CH:25]([OH:26])[C:3]2[C:4]3[C:9](=[N:8][CH:7]=[CH:6][CH:5]=3)[NH:1][CH:2]=2)=[C:21]([Cl:27])[N:20]=1)([CH3:15])([CH3:13])[CH3:14]

参加物

6

反応物 4

HCID 962WaterHCID 92221H-Pyrrolo(2,3-b)pyridineHCID 14798Sodium HydroxideHCID 86628949HCID 86628949、化合物

生成物 1

HCID 58442093HCID 58442093、化合物収率 51.3%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

To 1H-Pyrrolo[2,3-b]pyridine (1, 465 mg, 3.93 mmol) in methanol (50 mL) were added sodium hydroxide (0.630 g, 0.0157 mol) and (4-chloro-benzyl)-(6-chloro-5-formyl-pyridin-2-yl)-carbamic acid tert-butyl ester (541, 1.5 g, 0.0039 mol). The reaction was stirred at room temperature overnight, then poured into water and extracted with ethyl acetate. The organic layer was washed with brine, dried over sodium sulfate, concentrated and purified with silica gel column chromatography eluting with 20% to 100% ethyl acetate in hexane to give the desired compound (542, 1.0 g, 51%). MS (ESI) [M+H+]+=499.1.

後処理

  1. extractionextracted with ethyl acetate
  2. washThe organic layer was washed with brine
  3. dry with materialdried over sodium sulfate
  4. concentrationconcentrated
  5. custompurified with silica gel column chromatography
  6. washeluting with 20% to 100% ethyl acetate in hexane

出典と根拠

ORDレコード
ord-926d3cd9ad1e40f09ec22db0d5c6a0b9
出典データセット
uspto-grants-2013_06
特許番号
US08461169B2

反応ノート

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