Triethylamine → 2,2-dimethyl-N-(pyridin-3-yl)propanamide

HRID 602438

반응식

HRID 602438 반응식
[NH2:1][C:2]1[CH:3]=[N:4][CH:5]=[CH:6][CH:7]=1.C(N(CC)CC)C.[C:15](Cl)(=[O:20])[C:16]([CH3:19])([CH3:18])[CH3:17]>ClCCl>[CH3:17][C:16]([CH3:19])([CH3:18])[C:15]([NH:1][C:2]1[CH:3]=[N:4][CH:5]=[CH:6][CH:7]=1)=[O:20]

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 100093-AminopyridineHCID 62493Pivaloyl chloride

생성물 1

HCID 46550442,2-dimethyl-N-(pyridin-3-yl)propanamide수율 75%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

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온도
0 °C

실험 절차

To an ice-cooled solution of 3-aminopyridine (6 g, 63.8 mmol) and triethylamine (9.72 mL, 70.2 mmol) in 124 mL of dichloromethane under argon, was carefully added pivaloyl chloride (7.92 mL, 64.4 mmol) in 16 mL of dichloromethane. After the addition was completed, the reaction mixture was stirred at 0° C. for 15 minutes and at room temperature for 18 hours. The mixture was washed with water, aqueous 4% sodium bicarbonate, brine, dried over sodium sulphate and the solvent removed under reduced pressure. The residue was purified by column chromatography on silica flash, using hexane/ethyl acetate (85:15) as eluents, to yield the title compound (8.5 g, 75%) as a white solid.

후처리

  1. additionAfter the addition
  2. washThe mixture was washed with water, aqueous 4% sodium bicarbonate, brine
  3. dry with materialdried over sodium sulphate
  4. customthe solvent removed under reduced pressure
  5. customThe residue was purified by column chromatography on silica flash

출처 및 근거

ORD 기록
ord-f27acf8f24c948bdabc50eece916231a
출처 데이터셋
uspto-grants-2011_03
특허 번호
US07906530B2

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