1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → N-(4-tert-butyl-phenyl)-2,6-difluoro-nicotinamide

HRID 557380ノート

反応式

HRID 557380 の反応式
[F:1][C:2]1[C:7]([C:8]([OH:10])=O)=[CH:6][CH:5]=[C:4]([F:11])[N:3]=1.[C:12](NC1C=CC=CC=1)([CH3:15])([CH3:14])[CH3:13].[CH:23]1[CH:24]=[CH:25][C:26]2[N:31](O)N=N[C:27]=2[CH:28]=1.CCN=C=NCCCN(C)C.CCN(C(C)C)C(C)C>C(Cl)Cl>[C:12]([C:23]1[CH:28]=[CH:27][C:26]([NH:31][C:8](=[O:10])[C:7]2[CH:6]=[CH:5][C:4]([F:11])=[N:3][C:2]=2[F:1])=[CH:25][CH:24]=1)([CH3:15])([CH3:14])[CH3:13]

参加物

7

反応物 5

HCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 757711-HydroxybenzotriazoleHCID 81531DiisopropylethylamineHCID 254260N-(1,1-Dimethylethyl)benzenamineHCID 105830702,6-Difluoropyridine-3-carboxylic acid

生成物 1

HCID 22249203N-(4-tert-butyl-phenyl)-2,6-difluoro-nicotinamide

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

A solution of 2,6-difluoropyridine-3-carboxylic acid (3.2 g, 20 mmol), t-butylaniline (3.0 g, 20 mmol), HOBt (2.6 g, 20 mmol), EDAC (8 g, 40 mmol), and DIEA (8 mL) in CH2Cl2 (80 mL) was stirred at RT for 1 h. The mixture was washed with aq. NaHCO3 and brine. The organic solution was dried over Na2SO4 and concentrated in vacuo. The residue was purified via flash chromatography on silica (Hex:EtOAc=4:1) to give a light yellow flaky crystal as desired product.

後処理

  1. washThe mixture was washed with aq. NaHCO3 and brine
  2. dry with materialThe organic solution was dried over Na2SO4
  3. concentrationconcentrated in vacuo
  4. customThe residue was purified via flash chromatography on silica (Hex:EtOAc=4:1)

出典と根拠

ORDレコード
ord-8571d5a7180245d291cb94ce8efe236a
出典データセット
uspto-grants-2011_11
特許番号
US08058445B2

反応ノート

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