HCID 67257617, compound → HCID 67257571, compound

HRID 2371045Notes

Reaction equation

HRID 2371045 reaction equation
Br[C:2]1[S:10][C:9]2[CH2:8][CH2:7][O:6][CH:5]([CH2:11][NH:12][CH3:13])[C:4]=2[C:3]=1[C:14]([F:17])([F:16])[F:15].[H][H]>CO.[Pd]>[CH3:13][NH:12][CH2:11][CH:5]1[C:4]2[C:3]([C:14]([F:17])([F:15])[F:16])=[CH:2][S:10][C:9]=2[CH2:8][CH2:7][O:6]1

Participants

5

Reactant 2

HCID 67257617HCID 67257617, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 67257571HCID 67257571, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To a solution of 1-(2-bromo-3-(trifluoromethyl)-6,7-dihydro-4H-thieno[3,2-c]pyran-4-yl)-N-methylmethanamine (5 mmol) in MeOH (5 mL) was added a catalytic amount of Pd/C. A vacuum was applied and the reaction vessel was back filled with hydrogen gas three times. The resulting mixture was stirred under atmospheric H2. After the reduction was completed, the reaction mixture was filtered and the filter cake was washed with methanol. The combined filtrate was concentrated and purified by column chromatography to give the desired product.

Workup

  1. filtrationthe reaction mixture was filtered
  2. washthe filter cake was washed with methanol
  3. concentrationThe combined filtrate was concentrated
  4. custompurified by column chromatography

Sources & evidence

ORD record
ord-4de23fde101546aabc24fafe69f9b14f
Source dataset
uspto-grants-2014_04
Patent number
US08710245B2

Reaction notes

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