Trifluoroacetic acid → 6-chloro-N-(4-(chlorodifluoromethoxy)phenyl)-5-(1H-pyrazol-5-yl)nicotinamide

HRID 525714ノート

反応式

HRID 525714 の反応式
C(O)(C(F)(F)F)=O.[Cl:8][C:9]1[C:28]([C:29]2[N:33](C3CCCCO3)[N:32]=[CH:31][CH:30]=2)=[CH:27][C:12]([C:13]([NH:15][C:16]2[CH:21]=[CH:20][C:19]([O:22][C:23]([Cl:26])([F:25])[F:24])=[CH:18][CH:17]=2)=[O:14])=[CH:11][N:10]=1>C(Cl)Cl>[Cl:8][C:9]1[C:28]([C:29]2[NH:33][N:32]=[CH:31][CH:30]=2)=[CH:27][C:12]([C:13]([NH:15][C:16]2[CH:21]=[CH:20][C:19]([O:22][C:23]([Cl:26])([F:25])[F:24])=[CH:18][CH:17]=2)=[O:14])=[CH:11][N:10]=1

参加物

4

反応物 2

HCID 6422Trifluoroacetic acidHCID 867026376-chloro-N-(4-(chlorodifluoromethoxy)phenyl)-5-(1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazol-5-yl)nicotinamide

生成物 1

HCID 722015896-chloro-N-(4-(chlorodifluoromethoxy)phenyl)-5-(1H-pyrazol-5-yl)nicotinamide

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

TFA (7.3 mL) was added to a solution of 6-chloro-N-(4-(chlorodifluoromethoxy)phenyl)-5-(1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazol-5-yl)nicotinamide (Stage 48.2, 1.285 g, 2.366 mmol) in DCM (20 mL) and the RM was stirred at RT. The solvent was evaporated off under reduced pressure and the residue was dissolved in EtOAc (150 mL), washed with aq. sat. NaHCO3 solution (2×50 mL) and water (2×50 mL) dried over Na2SO4 and the solvent was evaporated off under reduced pressure to give a residue was crystallized from iPr2O/EtOAc to give the title product as a white solid. HPLC (Condition 7) tR=6.797 min, UPLC-MS (Condition 3) tR=1.05-min, m/z=398.9/401.0 [M+H]+.

後処理

  1. customThe solvent was evaporated off under reduced pressure
  2. dissolutionthe residue was dissolved in EtOAc (150 mL)
  3. washwashed with aq. sat. NaHCO3 solution (2×50 mL) and water (2×50 mL)
  4. dry with materialdried over Na2SO4
  5. customthe solvent was evaporated off under reduced pressure
  6. customto give a residue
  7. customwas crystallized from iPr2O/EtOAc

出典と根拠

ORDレコード
ord-37d648f6d9b741a59e61e827d10e1624
出典データセット
uspto-grants-2016_05
特許番号
US09340537B2

反応ノート

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