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

HRID 68563

反応式

HRID 68563 の反応式
[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

参加物

8

反応物 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

生成物 1

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

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 6344Dichloromethane溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-49b5a83dc13b4d57b96ba0b47e36f155
出典データセット
uspto-grants-2014_09
特許番号
US08822464B2

関連ノート

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