1-Chloroethyl chloroformate → HCID 86686045, compound

HRID 400442Notes

Reaction equation

HRID 400442 reaction equation
[Cl:1]C(OC(Cl)C)=O.C([N:15]1[CH2:20][CH:19]=[C:18]([C:21]2[O:22][C:23]([CH3:26])=[CH:24][N:25]=2)[CH2:17][CH2:16]1)C1C=CC=CC=1>ClCCl>[ClH:1].[CH3:26][C:23]1[O:22][C:21]([C:18]2[CH2:19][CH2:20][NH:15][CH2:16][CH:17]=2)=[N:25][CH:24]=1

Participants

4

Reactant 2

HCID 5213051-Chloroethyl chloroformateHCID 86686043HCID 86686043, compound

Product 1

HCID 86686045HCID 86686045, compoundYield 84.5%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

20 g 1-chloroethyl chloroformate was added to 24 g 1-benzyl-4-(5-methyl-oxazol-2-yl)-1,2,3,6-tetrahydro-pyridine in 200 mL anhydrous dichlormethane at 0° C. under nitrogen atmosphere. After 2 h, the solution was concentrated and 200 mL anhydrous methanol was added. The mixture was heated at reflux for 4 h and concentrated. The resulting crude product was re-crystallized from dichlormethane to give 16 g of the desired product.

Workup

  1. concentrationthe solution was concentrated
  2. addition200 mL anhydrous methanol was added
  3. temperatureThe mixture was heated
  4. temperatureat reflux for 4 h
  5. concentrationconcentrated
  6. customThe resulting crude product was re-crystallized from dichlormethane

Sources & evidence

ORD record
ord-03b728dc2d654466a9b03eb5166c2b47
Source dataset
uspto-grants-2014_06
Patent number
US08741892B2

Reaction notes

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