Tetrahydrofuran → HCID 59255475、化合物

HRID 78232ノート

反応式

HRID 78232 の反応式
[C:1]([C:3]1[C:4]([NH2:9])=[N:5][CH:6]=[CH:7][CH:8]=1)#[CH:2].[C:10]1([S:16][CH2:17][C:18]2[CH:23]=[CH:22][C:21](CC(Cl)=NO)=[CH:20][CH:19]=2)[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1.[CH2:29]([N:31](CC)CC)[CH3:30].[O:36]1CCCC1>>[CH2:17]([S:16][C:10]1[CH:11]=[CH:12][C:13]([CH2:30][C:29]2[CH:2]=[C:1]([C:3]3[C:4]([NH2:9])=[N:5][CH:6]=[CH:7][CH:8]=3)[O:36][N:31]=2)=[CH:14][CH:15]=1)[C:18]1[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=1

参加物

5

反応物 4

HCID 8028TetrahydrofuranHCID 8471TriethylamineHCID 124225263-Ethynylpyridin-2-amineHCID 72262853(4-Phenylsulfanylmethyl-phenyl)acetohydroximoyl chloride

生成物 1

HCID 59255475HCID 59255475、化合物収率 18%

実験手順

To a tetrahydrofuran (3 mL) solution of 3-ethynyl-pyridin-2-ylamine (50 mg, 0.423 mmol) described in Manufacturing Example 1-2-3 and (4-phenylsulfanylmethyl-phenyl)acetohydroximoyl chloride (197 mg, 0.677 mmol) described in Manufacturing Example 205-1-6 was added triethylamine (147 μL, 1.06 mmol), which was stirred for 18 hours at room temperature. This mixture was cooled to room temperature and partitioned into ethyl acetate and water. The organic layer was separated, washed with water, dried over anhydrous magnesium sulfate, and filtered. The filtrate was concentrated under a reduced pressure, and the residue was purified by NH silica gel column chromatography (ethyl acetate:heptane=1:4 to 1:2) to obtain the title compound (29 mg, 18%).

後処理

  1. temperatureThis mixture was cooled to room temperature
  2. custompartitioned into ethyl acetate and water
  3. customThe organic layer was separated
  4. washwashed with water
  5. dry with materialdried over anhydrous magnesium sulfate
  6. filtrationfiltered
  7. concentrationThe filtrate was concentrated under a reduced pressure
  8. customthe residue was purified by NH silica gel column chromatography (ethyl acetate:heptane=1:4 to 1:2)

出典と根拠

ORDレコード
ord-567698f7eef24bb7af68d0824d0d4e75
出典データセット
uspto-grants-2014_09
特許番号
US08841327B2

反応ノート

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