Hydrochloric Acid → 3-t-butyl-1-[3-(2-aminoethyl)phenyl]-1H-pyrazol-5 amine

HRID 1270512

反応式

HRID 1270512 の反応式
[C:1]([C:5]1[CH:9]=[C:8]([NH2:10])[N:7]([C:11]2[CH:12]=[C:13]([CH2:17][C:18]([NH2:20])=O)[CH:14]=[CH:15][CH:16]=2)[N:6]=1)([CH3:4])([CH3:3])[CH3:2].B.CSC.Cl.[OH-].[Na+]>C1COCC1>[C:1]([C:5]1[CH:9]=[C:8]([NH2:10])[N:7]([C:11]2[CH:16]=[CH:15][CH:14]=[C:13]([CH2:17][CH2:18][NH2:20])[CH:12]=2)[N:6]=1)([CH3:4])([CH3:2])[CH3:3]

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 12423031(Dimethyl sulfide)trihydroboronHCID 218673072-(3-(5-amino-3-tert-butyl-1H-pyrazol-1-yl)phenyl)acetamide

生成物 1

HCID 218672973-t-butyl-1-[3-(2-aminoethyl)phenyl]-1H-pyrazol-5 amine収率 47.4%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To a stirred solution of Example N (2 g, 7.35 mmol) in THF (6 ml) was added borane-methylsulfide (18 mmol). The mixture was heated to reflux for 90 min and cooled to RT, after which 6 N HCl was added and heated to reflux for 10 min. The mixture was basified with NaOH and extracted with EtOAc. The organic layer was dried (Na2SO4) filtered and concentrated in vacuo to yield 3-tert-butyl-1-[3-(2-aminoethyl)phenyl]-1H-pyrazol-5 amine (0.9 g).

後処理

  1. temperatureThe mixture was heated
  2. temperatureto reflux for 90 min
  3. temperatureheated
  4. temperatureto reflux for 10 min
  5. extractionextracted with EtOAc
  6. dry with materialThe organic layer was dried (Na2SO4)
  7. filtrationfiltered
  8. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-f0ababcd62674db39a7b1a38d7f33619
出典データセット
uspto-grants-2007_04
特許番号
US07202257B2

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