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

HRID 1946353노트

반응식

HRID 1946353 반응식
[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]

참가 물질

6

반응물 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, 화합물

생성물 1

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

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-c1c6f4c3e6bd445b9caa3dcb36379b88
출처 데이터셋
uspto-grants-2013_03
특허 번호
US08399436B2

반응 노트

불러오는 중…