Triethylamine → HCID 66784724, compound

HRID 1020847Notes

Reaction equation

HRID 1020847 reaction equation
[Cl:1][C:2]1[C:3]([NH:9][NH2:10])=[N:4][CH:5]=[CH:6][C:7]=1[I:8].C(N(CC)CC)C.[CH:18]1([CH2:21][C:22](Cl)=[O:23])[CH2:20][CH2:19]1.C([O-])(O)=O.[Na+]>C(Cl)Cl>[Cl:1][C:2]1[C:3]([NH:9][NH:10][C:22](=[O:23])[CH2:21][CH:18]2[CH2:20][CH2:19]2)=[N:4][CH:5]=[CH:6][C:7]=1[I:8]

Participants

6

Reactant 4

HCID 8471TriethylamineHCID 516892Sodium BicarbonateHCID 143262682-Cyclopropylacetyl chlorideHCID 57459596HCID 57459596, compound

Product 1

HCID 66784724HCID 66784724, compoundYield 99%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of intermediate compound D7 (0.73 g, 2.709 mmol) in dry DCM (8 ml), cooled at 0° C., were added triethylamine (0.562 ml, 4.064 mmol) and cyclopropyl-acetyl chloride (0.385 g, 3.251 mmol). The resulting reaction mixture was stirred at r.t. for 16 h. To this mixture was then added NaHCO3 (aqueous sat. solution). The resulting solution was then extracted with DCM. The organic layer was separated, dried (MgSO4) and concentrated in vacuo to yield intermediate compound D8 (0.94 g, 99%).

Workup

  1. customThe resulting reaction mixture
  2. extractionThe resulting solution was then extracted with DCM
  3. customThe organic layer was separated
  4. dry with materialdried (MgSO4)
  5. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-2fbc3a232ddc4ee18fa7741bf7bb7c43
Source dataset
uspto-grants-2014_05
Patent number
US08716480B2

Reaction notes

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