Water → HCID 11439308, compound

HRID 2384134Notes

Reaction equation

HRID 2384134 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-33adcecce2b645f9b81fe7eeecafe971
Source dataset
uspto-grants-2012_09
Patent number
US08263634B2

Reaction notes

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