Tetrahydrofuran → HCID 66707832、化合物

HRID 640519ノート

反応式

HRID 640519 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]([CH2:24]C(Cl)=NO)=CC=2)[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1.[CH2:29]([N:31](CC)CC)[CH3:30].[O:36]1CCCC1>>[C:17]1([S:16][C:10]2[CH:11]=[CH:12][C:13]([CH2:30][C:29]3[CH:2]=[C:1]([C:3]4[C:4]([NH2:9])=[N:5][CH:6]=[CH:7][CH:8]=4)[O:36][N:31]=3)=[CH:14][CH:15]=2)[CH:18]=[CH:23][CH:22]=[CH:21][CH:24]=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 66707832HCID 66707832、化合物収率 26%

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 206-1-6 was added triethylamine (147 μL, 1.06 mmol), which was stirred for 18 hours at room temperature. The 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 (41 mg, 26%).

後処理

  1. temperatureThe 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-06649772d41247e790dca56712721c37
出典データセット
uspto-grants-2010_04
特許番号
US07691882B2

反応ノート

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