Sodium Hydroxide → 5-Ethynylpyridin-2-amine

HRID 558644ノート

反応式

HRID 558644 の反応式
FC(F)(F)C1[N:8]2N=CC=[C:7]2[N:6]=[C:5]([C:12]2[CH:17]=[CH:16]C(C(F)(F)F)=[CH:14][CH:13]=2)C=1.[OH-].[Na+]>C1(C)C=CC=CC=1>[C:17]([C:12]1[CH:13]=[CH:14][C:7]([NH2:8])=[N:6][CH:5]=1)#[CH:16]

参加物

4

反応物 2

HCID 14798Sodium HydroxideHCID 715397317-(Trifluoromethyl)-5-(4-(trifluoromethyl)phenyl)pyrazolo[1,5-a]pyrimidine

生成物 1

HCID 219548275-Ethynylpyridin-2-amine収率 36.4%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

A solution of 4-(6-amino-pyridin-3-yl)-2-methyl-but-3-yn-2-ol (example D.1 method 2 step 1) (22.5 g, 128 mmol) in toluene (500 mL) was refluxed in the presence of powdered NaOH (3.83 g, 96 mmol) for 16 h. The solvent was removed under reduced pressure to leave a brown residue which was purified by silica gel column chromatography with dichloromethane and ether, followed by trituration with heptane to give the title compound (5.5 g, 36%) (31.1 g, 100%) as light red solid. MS (EI) 118.1 [(M)+]; mp 143° C.

後処理

  1. customThe solvent was removed under reduced pressure
  2. customto leave a brown residue which
  3. customwas purified by silica gel column chromatography with dichloromethane and ether

出典と根拠

ORDレコード
ord-f74fb5a3a3db47e19a5d10d7082cc796
出典データセット
uspto-grants-2011_11
特許番号
US08063048B2

反応ノート

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