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

HRID 2214227노트

반응식

HRID 2214227 반응식
[F:1][C:2]1[C:7]([C:8]([OH:10])=O)=[CH:6][CH:5]=[C:4]([F:11])[N:3]=1.F[C:13]1[C:18]([C:19](O)=O)=[CH:17]C=CN=1.C([NH:26][C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1)(C)(C)C.C1C=CC2N(O)N=NC=2C=1.CCN=C=NCCCN(C)C.CCN(C(C)C)C(C)C>C(Cl)Cl>[F:1][C:2]1[C:7]([C:8]([NH:26][C:27]2[CH:28]=[CH:29][C:30]([C:18]([CH3:19])([CH3:13])[CH3:17])=[CH:31][CH:32]=2)=[O:10])=[CH:6][CH:5]=[C:4]([F:11])[N:3]=1

참가 물질

8

반응물 6

HCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 757711-HydroxybenzotriazoleHCID 81531DiisopropylethylamineHCID 960892-Fluoronicotinic acidHCID 254260N-(1,1-Dimethylethyl)benzenamineHCID 105830702,6-Difluoropyridine-3-carboxylic acid

생성물 1

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

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

A solution of 2,6-difluoropyridine-3-carboxylic acid (prepared similar to that described for 2-fluoropyridine-3-carboxylic acid, Example 64) (3.2 g, 20 mmol), t-butylaniline 11 (3.0 g, 20 mmol), HOBt (2.6 g, 20 mmol), EDAC (8 g, 40 mmole), 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 the desired product.

후처리

  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)

출처 및 근거

ORD 기록
ord-86e9a3d1dbd84cb8a08ac41a5e615632
출처 데이터셋
uspto-grants-2006_09
특허 번호
US07105682B2

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