Water → HCID 11439308, compound

HRID 531905Notes

Reaction equation

HRID 531905 reaction equation
[CH:1]1([N:7]([N:16]2[CH2:21][CH2:20][CH2:19][CH2:18][CH2:17]2)[C:8]([NH:10][C:11]2[S:12][CH:13]=[CH:14][N:15]=2)=[O:9])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.C1C(=O)N([Cl:29])C(=O)C1.O>C(Cl)Cl>[Cl:29][C:13]1[S:12][C:11]([NH:10][C:8](=[O:9])[N:7]([CH:1]2[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]2)[N:16]2[CH2:21][CH2:20][CH2:19][CH2:18][CH2:17]2)=[N:15][CH:14]=1

Participants

5

Reactant 3

HCID 962WaterHCID 31398ChlorosuccinimideHCID 11415605HCID 11415605, compound

Product 1

HCID 11439308HCID 11439308, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

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.

Workup

  1. additionwas added
  2. dry with materialThe organic phase was dried (MgSO4)
  3. customthe solvent was removed in vacuo
  4. additionMeCN (1 mL) was added whereupon the product
  5. customprecipitated
  6. filtrationThe product was filtered off
  7. customdried

Sources & evidence

ORD record
ord-588c028883fb47d381ff96a431d3dd91
Source dataset
uspto-grants-2014_10
Patent number
USRE045183E1

Reaction notes

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