4-Bromothiophenol → HCID 86701842, compound

HRID 1406025Notes

Reaction equation

HRID 1406025 reaction equation
FC(F)(F)S(O[C:7]1[N:12]=[C:11]2[C:13]3[N:20]([CH3:21])[N:19]=[C:18]([C:22](=[O:27])[N:23]([O:25][CH3:26])[CH3:24])[C:14]=3[CH2:15][CH2:16][CH2:17][C:10]2=[CH:9][N:8]=1)(=O)=O.[Br:30][C:31]1[CH:36]=[CH:35][C:34]([SH:37])=[CH:33][CH:32]=1>C1COCC1>[Br:30][C:31]1[CH:36]=[CH:35][C:34]([S:37][C:7]2[N:12]=[C:11]3[C:13]4[N:20]([CH3:21])[N:19]=[C:18]([C:22]([N:23]([O:25][CH3:26])[CH3:24])=[O:27])[C:14]=4[CH2:15][CH2:16][CH2:17][C:10]3=[CH:9][N:8]=2)=[CH:33][CH:32]=1

Participants

4

Reactant 2

HCID 660494-BromothiophenolHCID 86701835HCID 86701835, compound

Product 1

HCID 86701842HCID 86701842, compoundYield 2%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
60 °C

Procedure

To a solution of 3-[methoxy(methyl)carbamoyl]-1-methyl-1,4,5,6-tetrahydropyrazolo[4′,3′:6,7]cyclohepta[1,2-d]pyrimidin-9-yl trifluoromethanesulfonate (70 mg, 0.16 mmol) in THF (3 mL), 4-bromothiophenol was added in microwave vial flushed under argon. The reaction mixture was stirred at 60° C. for 48 h. The solvent was removed under reduced pressure, the crude was purified by preparative HPLC to give 2 mg (2% yield) of the title compound.

Workup

  1. customvial flushed under argon
  2. customThe solvent was removed under reduced pressure
  3. customthe crude was purified by preparative HPLC

Sources & evidence

ORD record
ord-570132b68c83421eb53877c14a9155a1
Source dataset
uspto-grants-2014_12
Patent number
US08916577B2

Reaction notes

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