Hydrochloric Acid → HCID 68282941、化合物

HRID 624034ノート

反応式

HRID 624034 の反応式
[F:1][C:2]1[CH:3]=[CH:4][C:5]([NH:8][C:9](=O)[CH2:10][N:11]2[CH:15]=[C:14]([N+:16]([O-:18])=[O:17])[CH:13]=[N:12]2)=[N:6][CH:7]=1.Cl>C1COCC1.CCOC(C)=O>[F:1][C:2]1[CH:3]=[CH:4][C:5]([NH:8][CH2:9][CH2:10][N:11]2[CH:15]=[C:14]([N+:16]([O-:18])=[O:17])[CH:13]=[N:12]2)=[N:6][CH:7]=1

参加物

5

反応物 2

HCID 313Hydrochloric AcidHCID 68283437HCID 68283437、化合物

生成物 1

HCID 68282941HCID 68282941、化合物

試薬・触媒・溶媒 2

HCID 8028Tetrahydrofuran溶媒3 回HCID 8857Ethyl Acetate溶媒

実験手順

To N-(5-fluoropyridin-2-yl)-2-(4-nitro-1H-pyrazol-1-yl)acetamide (493 mg) in THF (2.0 mL), BH3 THF-complex solution (1 M in THF, 7.3 mL, 7.3 mmol) was added dropwise. After stirring at rt for 3 h, the reaction mixture was quenched with 1 N aq. HCl-solution (3 mL, 3 mmol). The mixture was stirred for 15 min at rt, and heated to 60° C. for 1.5 h. The reaction mixture was diluted with EtOAc, washed with sat. aq. Na2CO3-solution. The aq. layer was reextracted with EtOAc and the comb. org. layers were evaporated, dissolved in DCM and washed with brine. The org. layer was dried (MgSO4), filtered and the solvent was removed by reduced pressure to yield 5-fluoro-N-(2-(4-nitro-1H-pyrazol-1-yl)ethyl)pyridin-2-amine as a yellow solid. LC-MS conditions A: tR=0.53 min, [M+H]+=252.36.

後処理

  1. stirringThe mixture was stirred for 15 min at rt
  2. temperatureheated to 60° C. for 1.5 h
  3. washwashed with sat. aq. Na2CO3-solution
  4. customlayers were evaporated
  5. dissolutiondissolved in DCM
  6. washwashed with brine
  7. dry with materiallayer was dried (MgSO4)
  8. filtrationfiltered
  9. customthe solvent was removed by reduced pressure

出典と根拠

ORDレコード
ord-09856ca05786485782ea34783f9f5fd1
出典データセット
uspto-grants-2016_04
特許番号
US09303023B2

反応ノート

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