Reaction #619087

ord-588c028883fb47d381ff96a431d3dd91

Reaction equation

O
water
O=C(Nc1nccs1)N(C1CCCCC1)N1CCCCC1
1-Cyclohexyl-1-piperidin-1-yl-3-thiazol-2-yl-urea
O=C1CCC(=O)N1Cl
NCS
O=C(Nc1ncc(Cl)s1)N(C1CCCCC1)N1CCCCC1
3-(5-Chloro-thiazol-2-yl)-1-cyclohexyl-1-piperidin-1-yl-urea

Solvents

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    workup.ADDITIONwas added
  2. 2
    DryingThe organic phase was dried (MgSO4)
  3. 3
    Otherthe solvent was removed in vacuo
  4. 4
    workup.ADDITIONMeCN (1 mL) was added whereupon the product
  5. 5
    Otherprecipitated
  6. 6
    FiltrationThe product was filtered off
  7. 7
    Otherdried

Procedure

1-Cyclohexyl-1-piperidin-1-yl-3-thiazol-2-yl-urea (50 mg, 0.16 mmol), prepared in an identical manner to Example 94 was dissolved in DCM (1 mL) and NCS (26 mg, 0.19 mmol)) was added. The reaction mixture was stirred for 3 days before DCM (20 mL) and water (20 mL) was added. The organic phase was dried (MgSO4) and the solvent was removed in vacuo. MeCN (1 mL) was added whereupon the product precipitated. The product was filtered off and dried. Yield: 20 mg.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: USRE045183E1uspto-grants-2014_10