Methylamine → HCID 178482620、化合物

HRID 1487498ノート

反応式

HRID 1487498 の反応式
[Br:1][C:2]1[CH:3]=[CH:4][C:5]([C:8](=O)[C:9]([F:12])([F:11])[F:10])=[N:6][CH:7]=1.[CH3:14][NH2:15]>C(=O)(O)[O-].[Na+].[O-]CC.[Ti+4].[O-]CC.[O-]CC.[O-]CC>[Br:1][C:2]1[CH:3]=[CH:4][C:5](/[C:8](=[N:15]\[CH3:14])/[C:9]([F:12])([F:11])[F:10])=[N:6][CH:7]=1

参加物

5

反応物 2

HCID 6329MethylamineHCID 672952111-(5-Bromopyridin-2-yl)-2,2,2-trifluoroethan-1-one

生成物 1

HCID 178482620HCID 178482620、化合物

試薬・触媒・溶媒 2

HCID 76524Titanium tetraethoxide触媒HCID 516892Sodium Bicarbonate溶媒

実験手順

To a stirred solution of 1-(5-Bromo-pyridin-2-yl)-2,2,2-trifluoro-ethanone (1.0 g, 3.93 mol) and methylamine (20 ml, tetrahydrofuran solution) is added titanium ethoxide (0.987 g, 4.33 mmole) at 0° C. then stirred at room temperature for 2 hours. Reaction mixture is diluted with saturated sodium bicarbonate solution and extracted with ethyl acetate. Organic layer is dried over sodium sulphate, concentrated and purified by column chromatography eluting in 20% ethyl acetate in hexane to give the title compound (0.10 g). 1H-NMR (400 MHz, DMSO) δ: 3.25-3.26 (m, 3H), 7.85-7.90 (m, 2H), 8.49 (s, 1H). LC-MS (m/z): [M+H]=266.8.

後処理

  1. customReaction mixture
  2. extractionextracted with ethyl acetate
  3. dry with materialOrganic layer is dried over sodium sulphate
  4. concentrationconcentrated
  5. custompurified by column chromatography
  6. washeluting in 20% ethyl acetate in hexane

出典と根拠

ORDレコード
ord-66acb0177b6c4fa3b69cab2ce5d3cb96
出典データセット
uspto-grants-2016_08
特許番号
US09428528B2

反応ノート

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