Dimethylamine → HCID 70982132, compound

HRID 1468689Notes

Reaction equation

HRID 1468689 reaction equation
Br[C:2]1[S:3][C:4]2[C:10](C3C=CC(Cl)=CC=3)=[C:9]([O:18][CH3:19])[C:8]([CH3:20])=[CH:7][C:5]=2[N:6]=1.[CH3:21][NH:22][CH3:23].C1COCC1>CN(C=O)C>[CH3:19][O:18][C:9]1[C:8]([CH3:20])=[CH:7][C:5]2[N:6]=[C:2]([N:22]([CH3:23])[CH3:21])[S:3][C:4]=2[CH:10]=1

Participants

5

Reactant 3

HCID 674DimethylamineHCID 8028TetrahydrofuranHCID 70982168HCID 70982168, compound

Product 1

HCID 70982132HCID 70982132, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
80 °C

Procedure

To a solution of 2-bromo-7-(4-chlorophenyl)-6-methoxy-5-methylbenzo[d]thiazole (8C) (135 mg, 0.37 mmol) in DMF (2 ml), was added dimethylamine in THF (2M, 0.46 ml, 0.92 mmol). The reaction mixture was stirred at 80° C. After the reaction finished, the reaction was cooled and concentrated. The residue was purified by silica gel column, eluting by 0-100% EtOAc in hexanes. LCMS-ESI+: calc'd for C17H17ClN2OS: 333.1 (M+H+). Found: 333.1 (M+H+).

Workup

  1. temperaturethe reaction was cooled
  2. concentrationconcentrated
  3. customThe residue was purified by silica gel column
  4. washeluting by 0-100% EtOAc in hexanes

Sources & evidence

ORD record
ord-0149c58a28414f4e87666993cd16d833
Source dataset
uspto-grants-2015_04
Patent number
US09006229B2

Reaction notes

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