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

HRID 1502296ノート

反応式

HRID 1502296 の反応式
[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

参加物

4

反応物 3

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

生成物 1

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

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-85412a6799804f5193757dbc0100e076
出典データセット
uspto-grants-2015_12
特許番号
US09206175B2

反応ノート

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