Triethylamine → HCID 59732809, compound

HRID 2276184Notes

Reaction equation

HRID 2276184 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-a35cce9fc8f24d7582339809625c205b
Source dataset
uspto-grants-2015_09
Patent number
USRE045670E1

Reaction notes

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