Sodium Hydroxide → 2-Ethynyl-6-methylpyridin-3-amine

HRID 1271563ノート

反応式

HRID 1271563 の反応式
[CH3:1][C:2]1[N:7]=[C:6]([C:8]#[C:9][Si](C)(C)C)[C:5]([NH2:14])=[CH:4][CH:3]=1.[OH-].[Na+]>CO>[C:8]([C:6]1[C:5]([NH2:14])=[CH:4][CH:3]=[C:2]([CH3:1])[N:7]=1)#[CH:9]

参加物

4

反応物 2

HCID 14798Sodium HydroxideHCID 18454780(6-Methyl-2-trimethylsilanylethynyl-pyridin-3-yl)amine

生成物 1

HCID 184547762-Ethynyl-6-methylpyridin-3-amine収率 75.2%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

反応条件

温度
0 °C

実験手順

(6-methyl-2-trimethylsilanylethynyl-pyridin-3-yl)amine (330 mg, 1.61 mmol) was dissolved in MeOH (3 ml) and cooled to 0° C., to the resulting solution was added 1 M solution of NaOH (1.6 ml). The ice bath was removed and the reaction mixture was stirred at room temperature for 4 h. 90 μl of acetic acid was added. The reaction mixture was partially concentrated and the residue was extracted with ethyl acetate. The organic layers were washed with water, brine, dried over Na2SO4, filtered and concentrated to yield 160 mg (1.21 mmole, 75%) of (2-ethynyl-6-methyl-pyridin-3-yl)amine as a brown solid which was used in the next step without further purification.

後処理

  1. customThe ice bath was removed
  2. addition90 μl of acetic acid was added
  3. concentrationThe reaction mixture was partially concentrated
  4. extractionthe residue was extracted with ethyl acetate
  5. washThe organic layers were washed with water, brine
  6. dry with materialdried over Na2SO4
  7. filtrationfiltered
  8. concentrationconcentrated

出典と根拠

ORDレコード
ord-5774310cb4c94645917956891c84b951
出典データセット
uspto-grants-2007_04
特許番号
US07205411B2

反応ノート

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