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Sodium Bicarbonate → N-(Piperidin-1-yl)-5-(4-chlorophenyl)-1-(2,4-dichlorophenyl)-4-fluoro-methylpyrazole-3-carboxamide

HRID 377639
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인쇄 미리보기

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HRID 377639 반응식
[N:1]1([N:7]([CH3:31])[C:8]([C:10]2[C:14](O)=[C:13]([C:16]3[CH:21]=[CH:20][C:19]([Cl:22])=[CH:18][CH:17]=3)[N:12]([C:23]3[CH:28]=[CH:27][C:26]([Cl:29])=[CH:25][C:24]=3[Cl:30])[N:11]=2)=[O:9])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[F-:32].[F-].[F-].C(N(SN(CC)CC)CC)C.C([O-])(O)=O.[Na+]>C(Cl)Cl>[N:1]1([N:7]([CH3:31])[C:8]([C:10]2[C:14]([F:32])=[C:13]([C:16]3[CH:21]=[CH:20][C:19]([Cl:22])=[CH:18][CH:17]=3)[N:12]([C:23]3[CH:28]=[CH:27][C:26]([Cl:29])=[CH:25][C:24]=3[Cl:30])[N:11]=2)=[O:9])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1
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참가 물질

5

반응물 3

HCID 516892Sodium BicarbonateHCID 70254974N-(Piperidin-1-yl)-5-(4-chlorophenyl)-1-(2,4-dichlorophenyl)-4-hydroxy-methylpyrazole-3-carboxamideHCID 86605672Diethylaminosulfide trifluoride

생성물 1

HCID 70255079N-(Piperidin-1-yl)-5-(4-chlorophenyl)-1-(2,4-dichlorophenyl)-4-fluoro-methylpyrazole-3-carboxamide

시약·촉매·용매 1

HCID 6344
Dichloromethane
용매
2회

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온도
0 °C

실험 절차

A solution of 600 mg of the compound of EXAMPLE 1 in 24 ml of DCM is added dropwise to a solution of 0.19 ml of diethylamino sulfide trifluoride in 24 ml of DCM at -78° C. under nitrogen. The mixture is allowed to warm up slowly to 0° C. and then stirred for one hour at 0° C. The reaction mixture is poured into saturated NaHCO3 solution and then extracted with DCM, washed with saturated NaCl solution and dried over MgSO4. The residue is chromatographed on fine silica using AcOEt/toluene (5/95 to 40/60; v/v) as the eluent to give 250 mg of the expected product, m.p.=184° C.

후처리

  1. extractionextracted with DCM
  2. washwashed with saturated NaCl solution
  3. dry with materialdried over MgSO4
  4. customThe residue is chromatographed on fine silica

출처 및 근거

ORD 기록
ord-3f7e5f7639ab4c34956f2e4ce1dea312
출처 데이터셋
uspto-grants-2000_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06028084

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