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

HRID 857146

반응식

HRID 857146 반응식
[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]

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

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 6N 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).

후처리

  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

출처 및 근거

ORD 기록
ord-ba4f01d57e3b47df8ccbbfba0cb15946
출처 데이터셋
uspto-grants-2006_12
특허 번호
US07144911B2

연결된 노트

불러오는 중…