Potassium Carbonate → HCID 52948597, compound

HRID 1162789Notes

Reaction equation

HRID 1162789 reaction equation
[F:1][C:2]([F:13])([F:12])[C:3]1[C:7]2[CH:8]=[N:9][CH:10]=[CH:11][C:6]=2[NH:5][N:4]=1.Br[CH2:15][C:16]([NH:18][C:19]1[S:23][C:22]2[CH2:24][CH2:25][CH2:26][CH2:27][C:21]=2[C:20]=1[C:28]([NH2:30])=[O:29])=[O:17].C(=O)([O-])[O-].[K+].[K+]>CN(C=O)C>[F:13][C:2]([F:1])([F:12])[C:3]1[C:7]2[CH:8]=[N:9][CH:10]=[CH:11][C:6]=2[N:5]([CH2:15][C:16]([NH:18][C:19]2[S:23][C:22]3[CH2:24][CH2:25][CH2:26][CH2:27][C:21]=3[C:20]=2[C:28]([NH2:30])=[O:29])=[O:17])[N:4]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 595205232-(2-Bromoacetamido)-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxamideHCID 178506290HCID 178506290, compound

Product 1

HCID 52948597HCID 52948597, compoundYield 4.7%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
60 °C

Procedure

A mixture of 3-(trifluoromethyl)-1H-pyrazolo[4,3-c]pyridine (20 mg, 0.107 mmol), 2-(2-bromoacetamido)-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxamide (33.9 mg, 0.107 mmol) and potassium carbonate (29.5 mg, 0.214 mmol) in DMF (0.5 mL) was heated to 60° C. and this temperature maintained for 2 h. The reaction mixture was allowed to cool to RT, and purified by preparative reverse phase HPLC to give a white solid (2.1 mg, 5 μmol, 4.6%).

Workup

  1. temperaturethis temperature maintained for 2 h
  2. temperatureto cool to RT
  3. custompurified by preparative reverse phase HPLC

Sources & evidence

ORD record
ord-0aa23a02a6dd4c78b70b9b42e1639fb9
Source dataset
uspto-grants-2010_10
Patent number
US07820707B2

Reaction notes

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