Diisopropylethylamine → 4-chloro-N-isobutoxypicolinamide

HRID 1988484노트

반응식

HRID 1988484 반응식
Cl.[Cl:2][C:3]1[CH:8]=[CH:7][N:6]=[C:5]([C:9](Cl)=[O:10])[CH:4]=1.Cl.[CH2:13]([O:17][NH2:18])[CH:14]([CH3:16])[CH3:15].C(N(CC)C(C)C)(C)C>C1COCC1.O.CCOC(C)=O>[Cl:2][C:3]1[CH:8]=[CH:7][N:6]=[C:5]([C:9]([NH:18][O:17][CH2:13][CH:14]([CH3:16])[CH3:15])=[O:10])[CH:4]=1

참가 물질

7

반응물 3

HCID 81531DiisopropylethylamineHCID 12696238O-(2-Methylpropyl)hydroxylamine--hydrogen chloride (1/1)HCID 223972704-Chloropyridine-2-carbonyl chloride--hydrogen chloride (1/1)

생성물 1

HCID 577256094-chloro-N-isobutoxypicolinamide수율 67%

시약·촉매·용매 3

HCID 962Water용매HCID 8028Tetrahydrofuran용매HCID 8857Ethyl Acetate용매

실험 절차

To a suspension of 4-chloropicolinoyl chloride hydrochloride (1.0 g, 5.68 mmol, 1.0 eq) in 25 ml of THF were added O-isobutylhydroxylamin hydrochloride (785 mg, 6.25 mmol, 1.1 eq) and N,N-diisopropylethylamine (2.97 ml, 17.0 mmol, 3.0 eq) at room temperature. The reaction mixture was stirred for 30 min and diluted with water (25 mL) and EtOAc (50 mL). The separated organic layer was washed with brine (25 mL), saturated sodium bicarbonate solution (2×25 mL) and dried over sodium sulfate. Concentration under reduced pressure gave the title compound as colorless solid (870 mg, 67%), which was used without further purification. ES/MS m/z 229.0 (MH+), Rt=2.61 min.

후처리

  1. washThe separated organic layer was washed with brine (25 mL), saturated sodium bicarbonate solution (2×25 mL)
  2. dry with materialdried over sodium sulfate
  3. concentrationConcentration under reduced pressure

출처 및 근거

ORD 기록
ord-15723ee71d374e4099b32fe97f5e780a
출처 데이터셋
uspto-grants-2009_06
특허 번호
US07553854B2

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