Triethylamine → HCID 59732809, compound

HRID 131886Notes

Reaction equation

HRID 131886 reaction equation
[NH2:1][CH2:2][CH2:3][C:4]1[N:5]=[C:6]([NH:9][C:10]([NH:12][C:13]2[CH:18]=[CH:17][C:16]([CH3:19])=[CH:15][C:14]=2[C:20]([CH:22]2[CH2:26][CH2:25][CH2:24][CH2:23]2)=[O:21])=[O:11])[S:7][CH:8]=1.Br[CH2:28][C:29]([O:31][CH3:32])=[O:30].CCN(CC)CC>C(Cl)Cl>[CH3:32][O:31][C:29](=[O:30])[CH2:28][NH:1][CH2:2][CH2:3][C:4]1[N:5]=[C:6]([NH:9][C:10]([NH:12][C:13]2[CH:18]=[CH:17][C:16]([CH3:19])=[CH:15][C:14]=2[C:20]([CH:22]2[CH2:23][CH2:24][CH2:25][CH2:26]2)=[O:21])=[O:11])[S:7][CH:8]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 60984Methyl bromoacetateHCID 59732818HCID 59732818, compound

Product 1

HCID 59732809HCID 59732809, compoundYield 50%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To 1-[4-(amino-ethyl)-thiazol-2-yl]-3-(2-cyclopentanecarbonyl-4-methyl-phenyl)-urea (0.03 g, 0.08 mmol) in 10 mL DCM was added methyl bromoacetate (0.01 g, 0.08 mmol) followed by Et3N (0.008 g, 0.08 mmol). After stirring at room temperature overnight, reation was concentrated and purified by flash chromatography on silica gel with 5% MeOH/EtOAc to obtain the product in 50% yield.

Workup

  1. concentrationreation was concentrated
  2. custompurified by flash chromatography on silica gel with 5% MeOH/EtOAc
  3. customto obtain the product in 50% yield

Sources & evidence

ORD record
ord-b2629e96b5ba412bb0383652ae2875e0
Source dataset
uspto-grants-2008_06
Patent number
US07384967B2

Reaction notes

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