Potassium Carbonate → N-(1-{(2-(butyloxy)phenyl]methyl}-1H-pyrazol-3-yl)-2,6-difluorobenzamide

HRID 1946353ノート

反応式

HRID 1946353 の反応式
[F:1][C:2]1[CH:15]=[CH:14][CH:13]=[C:12]([F:16])[C:3]=1[C:4]([NH:6][C:7]1[CH:11]=[CH:10][NH:9][N:8]=1)=[O:5].C(=O)([O-])[O-].[K+].[K+].Br[CH2:24][C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][C:26]=1[O:31][CH2:32][CH2:33][CH2:34][CH3:35].FC1C=CC=C(F)C=1C(NC1C=CN(CC2C=C(O)C=CC=2C)N=1)=O>CN(C)C=O>[CH2:32]([O:31][C:26]1[CH:27]=[CH:28][CH:29]=[CH:30][C:25]=1[CH2:24][N:9]1[CH:10]=[CH:11][C:7]([NH:6][C:4](=[O:5])[C:3]2[C:12]([F:16])=[CH:13][CH:14]=[CH:15][C:2]=2[F:1])=[N:8]1)[CH2:33][CH2:34][CH3:35]

参加物

6

反応物 4

HCID 11430Potassium CarbonateHCID 201948961-(Bromomethyl)-2-butoxybenzeneHCID 595478422,6-Difluoro-N-{1-[(5-hydroxy-2-methylphenyl)methyl]-1H-pyrazol-3-yl}benzamideHCID 178522346HCID 178522346、化合物

生成物 1

HCID 59548017N-(1-{(2-(butyloxy)phenyl]methyl}-1H-pyrazol-3-yl)-2,6-difluorobenzamide

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

2,6-Difluoro-N-1H-pyrazol-3-ylbenzamide (for a preparation see Intermediate 9)(89 mg, 0.40 mmol), potassium carbonate (83 mg, 0.60 mmol) and 1-(bromomethyl)-2-(butyloxy)benzene (for a preparation see Intermediate 2)(114 mg, 0.47 mmol) were weighed into a vial with a stirrer. N,N-dimethylformamide (1 ml) was added, the vial was capped and the mixture was stirred at room temperature for 28 h. The reaction mixture was filtered (hydrophobic frit), washing with MeOH to give a total volume of 2 ml. This solution was purified by MDAP (Sunfire column, formic acid buffer) (Method B). The solvent was removed to give the title compound as a colourless solid (9.4 mg); LCMS: (System 4) MH+=386, tRET=3.17 min.

後処理

  1. customthe vial was capped
  2. filtrationThe reaction mixture was filtered (hydrophobic frit)
  3. washwashing with MeOH
  4. customto give a total volume of 2 ml
  5. customThis solution was purified by MDAP (Sunfire column, formic acid buffer) (Method B)
  6. customThe solvent was removed

出典と根拠

ORDレコード
ord-c1c6f4c3e6bd445b9caa3dcb36379b88
出典データセット
uspto-grants-2013_03
特許番号
US08399436B2

反応ノート

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