Dimethylamine → HCID 68716472, compound

HRID 1173328Notes

Reaction equation

HRID 1173328 reaction equation
[C:1]([C:5]1[CH:10]=[CH:9][C:8]([CH2:11][C:12](Cl)=[O:13])=[C:7]([O:15][CH3:16])[CH:6]=1)([CH3:4])([CH3:3])[CH3:2].[CH3:17][NH:18][CH3:19]>C(Cl)Cl.O1CCCC1>[C:1]([C:5]1[CH:10]=[CH:9][C:8]([CH2:11][C:12]([N:18]([CH3:19])[CH3:17])=[O:13])=[C:7]([O:15][CH3:16])[CH:6]=1)([CH3:4])([CH3:3])[CH3:2]

Participants

5

Reactant 2

HCID 674DimethylamineHCID 86601171HCID 86601171, compound

Product 1

HCID 68716472HCID 68716472, compound

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 8028TetrahydrofuranSolvent

Procedure

The product of Step B was dissolved in 20 mL CH2Cl2 and 5.0 mL of a 2 M solution of dimethylamine in tetrahydrofuran was added. The reaction mixture was stirred overnight at room temperature, and then concentrated in vacuo. The residue was partitioned between 50 mL EtOAc, 20 mL water and 10 mL of 5 N sodium hydroxide. The aqueous layer was separated and re extracted with EtOAc, then the organic layers were combined, dried Na2SO4), filtered and evaporated in vacuo to afford the title compound.

Workup

  1. concentrationconcentrated in vacuo
  2. customThe residue was partitioned between 50 mL EtOAc, 20 mL water and 10 mL of 5 N sodium hydroxide
  3. customThe aqueous layer was separated
  4. extractionre extracted with EtOAc
  5. filtrationdried Na2SO4), filtered
  6. customevaporated in vacuo

Sources & evidence

ORD record
ord-e49edb89672142d4b9dba7d819211a75
Source dataset
uspto-grants-2010_11
Patent number
US07834062B2

Reaction notes

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