Triethylamine → HCID 66784724, compound

HRID 1526145Notes

Reaction equation

HRID 1526145 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-a9b1fff8675f4fe8befbd81ec246c61e
Source dataset
uspto-grants-2015_07
Patent number
US09085577B2

Reaction notes

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