Sodium Hydroxide → 2-(3,5-Diphenyl-pyrazol-1-yl)-1-(4-(2-pyrimidinyl)-1-piperazinyl)-ethanon

HRID 68563

반응식

HRID 68563 반응식
[C:1]1([C:7]2[CH:11]=[C:10]([C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=3)[N:9]([CH2:18][C:19](O)=[O:20])[N:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.CN(C(ON1N=NC2C=CC=CC1=2)=[N+](C)C)C.[B-](F)(F)(F)F.CCN(C(C)C)C(C)C.[N:53]1([C:59]2[N:64]=[CH:63][CH:62]=[CH:61][N:60]=2)[CH2:58][CH2:57][NH:56][CH2:55][CH2:54]1.[OH-].[Na+]>CN(C=O)C.C(Cl)Cl>[C:1]1([C:7]2[CH:11]=[C:10]([C:12]3[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=3)[N:9]([CH2:18][C:19]([N:56]3[CH2:57][CH2:58][N:53]([C:59]4[N:60]=[CH:61][CH:62]=[CH:63][N:64]=4)[CH2:54][CH2:55]3)=[O:20])[N:8]=2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

참가 물질

8

반응물 5

HCID 14798Sodium HydroxideHCID 81531DiisopropylethylamineHCID 887471-(2-Pyrimidinyl)piperazineHCID 824607(3,5-Diphenyl-pyrazol-1-yl)-acetic acidHCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate

생성물 1

HCID 867626722-(3,5-Diphenyl-pyrazol-1-yl)-1-(4-(2-pyrimidinyl)-1-piperazinyl)-ethanon수율 73.1%

시약·촉매·용매 2

HCID 6228Dimethylformamide용매HCID 6344Dichloromethane용매

실험 절차

278 mg (3,5-diphenyl-pyrazol-1-yl)-acetic acid was dissolved in 5 mL DMF. 321 mg TBTU and 172 μL DIPEA were added to this solution and the mixture was stirred for a few minutes at RT. 164 mg 2-(1-piperazinyl)-pyrimidine was added and stiffing was continued for 30 min. Then 10 mL of a 1M NaOH solution and 50 mL CH2Cl2 were added, the organic phase was separated. The solvent was removed and the residue was purified by flash chromatography (silica gel, DCM/MeOH/NH3 0-5%). Diethylether was given to the residue and the precipitate was filtered to yield 310 mg of the desired compound.

후처리

  1. customthe organic phase was separated
  2. customThe solvent was removed
  3. customthe residue was purified by flash chromatography (silica gel, DCM/MeOH/NH3 0-5%)
  4. filtrationthe precipitate was filtered

출처 및 근거

ORD 기록
ord-49b5a83dc13b4d57b96ba0b47e36f155
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08822464B2

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