Dimethylcarbamoyl Chloride → HCID 178484667, compound

HRID 2263857Notes

Reaction equation

HRID 2263857 reaction equation
[Cl:1][C:2]1[S:6][C:5]([NH:7][C:8](=[O:23])[N:9]([C@H:16]2[CH2:21][CH2:20][C@H:19]([CH3:22])[CH2:18][CH2:17]2)[CH:10]2[CH2:15][CH2:14][NH:13][CH2:12][CH2:11]2)=[N:4][CH:3]=1.CCN(C(C)C)C(C)C.[CH3:33][N:34]([CH3:38])[C:35](Cl)=[O:36]>O1CCOCC1>[CH3:33][N:34]([CH3:38])[C:35]([N:13]1[CH2:12][CH2:11][CH:10]([N:9]([C@H:16]2[CH2:21][CH2:20][C@H:19]([CH3:22])[CH2:18][CH2:17]2)[C:8]([NH:7][C:5]2[S:6][C:2]([Cl:1])=[CH:3][N:4]=2)=[O:23])[CH2:15][CH2:14]1)=[O:36]

Participants

5

Reactant 3

HCID 6598Dimethylcarbamoyl ChlorideHCID 81531DiisopropylethylamineHCID 178461370HCID 178461370, compound

Product 1

HCID 178484667HCID 178484667, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

To a solution of 3-(5-chloro-thiazol-2-yl)-1-(trans-4-methyl-cyclohexyl)-1-piperidin-4-yl-urea (0.8 mmol), prepared as described in general procedure (G), steps 1-3, and 1.2 equivalents of DIPEA in 10 mL dioxane was added dimethylcarbamoyl chloride (1.2 equivalents) in 1 ml dioxane. The reaction was stirred overnight at room temperature, concentrated in vacuo and purified by flash chromtography to give the title compound.

Workup

  1. concentrationconcentrated in vacuo
  2. custompurified by flash chromtography

Sources & evidence

ORD record
ord-00073027773d459aaf7435435db961ce
Source dataset
uspto-grants-2010_12
Patent number
US07851636B2

Reaction notes

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