Water → N-((5-bromo-2-chloropyridin-4-yl)methylene)-2-methylpropan-2-amine

HRID 468778노트

반응식

HRID 468778 반응식
[Br:1][C:2]1[C:7]([CH:8]=O)=[CH:6][C:5]([Cl:10])=[N:4][CH:3]=1.O.[C:12]([NH2:16])([CH3:15])([CH3:14])[CH3:13]>>[Br:1][C:2]1[C:7]([CH:8]=[N:16][C:12]([CH3:15])([CH3:14])[CH3:13])=[CH:6][C:5]([Cl:10])=[N:4][CH:3]=1

참가 물질

4

반응물 3

HCID 962WaterHCID 6385Tert-ButylamineHCID 534183815-Bromo-2-chloropyridine-4-carbaldehyde

생성물 1

HCID 86674941N-((5-bromo-2-chloropyridin-4-yl)methylene)-2-methylpropan-2-amine수율 107.1%

실험 절차

To a mixture of 5-bromo-2-chloroisonicotinaldehyde (1.047 g, 4.749 mmol) and Water (2.0 mL, 110 mmol) was added tert-butylamine (2.0 mL, 19 mmol). The reaction mixture was stirred at room temperature for 20 hours, and then excess tert-butylamine was removed by rotary evaporation. The resulting residue was partitioned between ethyl acetate and water, and the organic layer dried with brine and MgSO4, filtered, and evaporated in vacuo to yield 1.401 g (87%) of N-((5-bromo-2-chloropyridin-4-yl)methylene)-2-methylpropan-2-amine. 1H NMR (400 MHz, DMSO) δ 8.72 (s, 1H), 8.43 (s, 1H), 7.78 (s, 1H), 1.28 (s, 9H).

후처리

  1. customexcess tert-butylamine was removed by rotary evaporation
  2. customThe resulting residue was partitioned between ethyl acetate and water
  3. dry with materialthe organic layer dried with brine and MgSO4
  4. filtrationfiltered
  5. customevaporated in vacuo

출처 및 근거

ORD 기록
ord-27e44d6a890d45e5829bd29ebc1a12cb
출처 데이터셋
uspto-grants-2014_01
특허 번호
US08623889B2

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