Ethyl bromoacetate → HCID 57811378, compound

HRID 885578Notes

Reaction equation

HRID 885578 reaction equation
C(N(CC)CC)C.Br[CH2:9][C:10]([O:12][CH2:13][CH3:14])=[O:11].[F:15][CH2:16][C:17]1[N:18]([C:23]2[C:32]3[CH2:31][CH2:30][CH2:29][CH2:28][C:27]=3[C:26]([CH3:33])=[CH:25][CH:24]=2)[C:19]([SH:22])=[N:20][N:21]=1>ClCCl>[F:15][CH2:16][C:17]1[N:18]([C:23]2[C:32]3[CH2:31][CH2:30][CH2:29][CH2:28][C:27]=3[C:26]([CH3:33])=[CH:25][CH:24]=2)[C:19]([S:22][CH2:9][C:10]([O:12][CH2:13][CH3:14])=[O:11])=[N:20][N:21]=1

Participants

5

Reactant 3

HCID 7748Ethyl bromoacetateHCID 8471TriethylamineHCID 178426262HCID 178426262, compound

Product 1

HCID 57811378HCID 57811378, compoundYield 89.1%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Triethylamine (0.087 mL, 0.623 mmol) and ethyl 2-bromoacetate (63 μL, 0.571 mmol) were added to a solution of 5-(fluoromethyl)-4-(4-methyl-5,6,7,8-tetrahydronaphthalen-1-yl)-4H-1,2,4-triazole-3-thiol (0.144 g, 0.519 mmol) in dichloromethane (2.1 mL) and stirred at room temperature for 2 hours. The crude reaction mixture was purified by SGC (0-100% EtOAc/Hexanes) to afford ethyl 2-(5-(fluoromethyl)-4-(4-methyl-5,6,7,8-tetrahydronaphthalen-1-yl)-4H-1,2,4-triazol-3-ylthio)acetate as an off-white solid (0.168 g, 89%).

Workup

  1. customThe crude reaction mixture
  2. customwas purified by SGC (0-100% EtOAc/Hexanes)

Sources & evidence

ORD record
ord-8f4893acff54478eb055efd8a4c065c5
Source dataset
uspto-grants-2012_08
Patent number
US08242154B2

Reaction notes

Loading…