Hydrochloric Acid → 1-[(4-Fluorophenyl)(phenyl)methyl]-4,6-dimethyl-1H-pyrrolo[2,3-b]pyridine-3-carbonitrile

HRID 730425ノート

反応式

HRID 730425 の反応式
[NH2:1][C:2]1[N:6]([CH:7]([C:14]2[CH:19]=[CH:18][C:17]([F:20])=[CH:16][CH:15]=2)[C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[CH:5]=[C:4]([C:21]#[N:22])[CH:3]=1.[C:23]([CH2:26][C:27](=O)[CH3:28])(=O)[CH3:24].Cl.C(=O)(O)[O-].[Na+]>C(O)C>[F:20][C:17]1[CH:16]=[CH:15][C:14]([CH:7]([C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=2)[N:6]2[C:2]3=[N:1][C:23]([CH3:24])=[CH:26][C:27]([CH3:28])=[C:3]3[C:4]([C:21]#[N:22])=[CH:5]2)=[CH:19][CH:18]=1

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 31261AcetylacetoneHCID 516892Sodium BicarbonateHCID 690583295-Amino-1-((4-fluorophenyl)(phenyl)methyl)-1H-pyrrole-3-carbonitrile

生成物 1

HCID 690584651-[(4-Fluorophenyl)(phenyl)methyl]-4,6-dimethyl-1H-pyrrolo[2,3-b]pyridine-3-carbonitrile

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

To a solution of 5-amino-1-[(4-fluorophenyl)(phenyl)methyl]-1H-pyrrole-3-carbonitrile (13.7 g, 47.0 mmol) in ethanol (200 ml) was sequentially added acetylacetone (5.66 g, 56.6 mmol) and concentrated hydrochloric acid (2.0 ml). The mixture was heated under reflux for 3 hours, poured into saturated sodium bicarbonate solution and extracted with ethyl acetate. The extract was washed with water and dried over anhydrous magnesium sulfate, and the solvent was distilled off under reduced pressure. The residue was recrystallized from ethyl acetate and hexane.

後処理

  1. temperatureThe mixture was heated
  2. temperatureunder reflux for 3 hours
  3. extractionextracted with ethyl acetate
  4. washThe extract was washed with water
  5. dry with materialdried over anhydrous magnesium sulfate
  6. distillationthe solvent was distilled off under reduced pressure
  7. customThe residue was recrystallized from ethyl acetate and hexane

出典と根拠

ORDレコード
ord-68d0f948f7934c7889bcc307f33ee8f4
出典データセット
uspto-grants-2009_09
特許番号
US07582651B2

反応ノート

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