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Dimethylcarbamoyl Chloride → HCID 178484667, compound

HRID 253922
Notes
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Reaction equation

HRID 253922 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]
ParticipantsProcedureWorkupSources & evidenceReaction notes

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 chromatography to give the title compound.

Workup

  1. concentrationconcentrated in vacuo
  2. custompurified by flash chromatography

Sources & evidence

ORD record
ord-80ff848af48742368e810d1aa2672b6f
Source dataset
uspto-grants-2011_01
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07872139B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes