Ammonium Hydroxide → 3-(Difluoromethoxy)pyridin-2-amine

HRID 538439ノート

反応式

HRID 538439 の反応式
Br[C:2]1[C:7]([O:8][CH:9]([F:11])[F:10])=[CH:6][CH:5]=[CH:4][N:3]=1.[NH4+:12].[OH-]>COCCO>[F:10][CH:9]([F:11])[O:8][C:7]1[C:2]([NH2:12])=[N:3][CH:4]=[CH:5][CH:6]=1

参加物

4

反応物 2

HCID 14923Ammonium HydroxideHCID 580424482-broMo-3-(difluoroMethoxy)pyridine

生成物 1

HCID 289819013-(Difluoromethoxy)pyridin-2-amine収率 80.4%

試薬・触媒・溶媒 1

HCID 80192-Methoxyethanol溶媒

反応条件

温度
100 °C

実験手順

To a steel bomb were charged with 2-methoxyethanol (20 ml), 2-bromo-3-(difluoromethoxy)pyridine (1.95 g, 8.7 mmol), conc. aqueous NH4OH (28-30%, 5 ml, 79 mmol) and Cu2O (0.25 g, 1.7 mmol). The reaction mixture was heated at 100° C. for 23 h, then cooled to 0° C., and partitioned between mixture of EtOAc/aq. 3 N NaOH/H2O (40 ml/10 ml/30 ml). The organic phase layer was collected, washed with saturated aqueous NaHCO3 solution (30 ml), brine (40 ml), dried (Na2SO4), and concentrated to produce 1.12 g of 3-(difluoromethoxy)pyridin-2-amine which was carried forward without further purification:

後処理

  1. temperaturecooled to 0° C.
  2. custompartitioned between mixture of EtOAc/aq
  3. customThe organic phase layer was collected
  4. washwashed with saturated aqueous NaHCO3 solution (30 ml), brine (40 ml)
  5. dry with materialdried (Na2SO4)
  6. concentrationconcentrated

出典と根拠

ORDレコード
ord-9a0c5ff925da4d5b88d86fab2fc54d5f
出典データセット
uspto-grants-2014_10
特許番号
US08865732B2

反応ノート

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