Tert-Butylamine → N-tert-butyl-4-[1-(4-methoxybenzyl)-3-(3-nitrophenyl)-1H-pyrazol-4-yl]pyridin-2-amine

HRID 45857

반응식

HRID 45857 반응식
[CH3:1][O:2][C:3]1[CH:30]=[CH:29][C:6]([CH2:7][N:8]2[CH:12]=[C:11]([C:13]3[CH:18]=[CH:17][N+:16]([O-])=[CH:15][CH:14]=3)[C:10]([C:20]3[CH:25]=[CH:24][CH:23]=[C:22]([N+:26]([O-:28])=[O:27])[CH:21]=3)=[N:9]2)=[CH:5][CH:4]=1.[C:31]([NH2:35])([CH3:34])([CH3:33])[CH3:32].C1(C)C=CC(S(OS(C2C=CC(C)=CC=2)(=O)=O)(=O)=O)=CC=1>FC(C1C=CC=CC=1)(F)F.ClCCl>[C:31]([NH:35][C:15]1[CH:14]=[C:13]([C:11]2[C:10]([C:20]3[CH:25]=[CH:24][CH:23]=[C:22]([N+:26]([O-:28])=[O:27])[CH:21]=3)=[N:9][N:8]([CH2:7][C:6]3[CH:29]=[CH:30][C:3]([O:2][CH3:1])=[CH:4][CH:5]=3)[CH:12]=2)[CH:18]=[CH:17][N:16]=1)([CH3:34])([CH3:33])[CH3:32]

참가 물질

6

반응물 3

HCID 6385Tert-ButylamineHCID 77773Toluene-p-sulphonic anhydrideHCID 671844794-[1-(4-methoxybenzyl)-3-(3-nitrophenyl)-1H-pyrazol-4-yl]pyridine 1-oxide

생성물 1

HCID 67185904N-tert-butyl-4-[1-(4-methoxybenzyl)-3-(3-nitrophenyl)-1H-pyrazol-4-yl]pyridin-2-amine수율 75%

시약·촉매·용매 2

HCID 6344Dichloromethane용매HCID 7368(Trifluoromethyl)benzene용매

실험 절차

580 mg (1.44 mmol) of 4-[1-(4-methoxybenzyl)-3-(3-nitrophenyl)-1H-pyrazol-4-yl]pyridine 1-oxide were suspended in a mixture of 16 ml of trifluoromethylbenzene and 4 ml of dry dichloromethane and 756 μl of tert-butylamine were added. At 0° C. 936 mg (7.2 mmol) of p-toluensulfonic anhydride were added. After 6 hours under stirring in the same conditions the solvent was removed under reduced pressure, the residue partitioned between dichloromethane and water, the organic layer dried over sodium sulphate and evaporated. The crude was then purified by flash-chromatography on a silica gel column (CH2Cl2-CH3COCH3 19/1), giving 500 mg (75%) of the title compound.

후처리

  1. additionwere added
  2. customAt 0° C
  3. customwas removed under reduced pressure
  4. customthe residue partitioned between dichloromethane and water
  5. dry with materialthe organic layer dried over sodium sulphate
  6. customevaporated
  7. customThe crude was then purified by flash-chromatography on a silica gel column (CH2Cl2-CH3COCH3 19/1)

출처 및 근거

ORD 기록
ord-2f033fe9e5334c92aff36846eb4e880f
출처 데이터셋
uspto-grants-2013_09
특허 번호
US08541575B2

연결된 노트

불러오는 중…