Triethylamine → 1-(2-chloro-4-fluorobenzoyl)-3-(2-methoxy-4-(5-methoxy-2-oxo-3H-[1,3,4]-oxadiazol-3-yl)phenyl)urea

HRID 722217Notes

Reaction equation

HRID 722217 reaction equation
[Cl:1][C:2]1[CH:12]=[C:11]([F:13])[CH:10]=[CH:9][C:3]=1[C:4]([N:6]=[C:7]=[O:8])=[O:5].Cl.[CH3:15][O:16][C:17]1[O:21][C:20](=[O:22])[N:19]([C:23]2[CH:28]=[CH:27][C:26]([NH2:29])=[C:25]([O:30][CH3:31])[CH:24]=2)[N:18]=1.C(N(CC)CC)C>C(#N)C>[Cl:1][C:2]1[CH:12]=[C:11]([F:13])[CH:10]=[CH:9][C:3]=1[C:4]([NH:6][C:7]([NH:29][C:26]1[CH:27]=[CH:28][C:23]([N:19]2[N:18]=[C:17]([O:16][CH3:15])[O:21][C:20]2=[O:22])=[CH:24][C:25]=1[O:30][CH3:31])=[O:8])=[O:5]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 11521269Benzoyl isocyanate, 2-chloro-4-fluoro-HCID 218838695-methoxy-3-(4-amino-3-methoxyphenyl)-3H-[1,3,4]oxadiazol-2-one hydrochloride

Product 1

HCID 218838601-(2-chloro-4-fluorobenzoyl)-3-(2-methoxy-4-(5-methoxy-2-oxo-3H-[1,3,4]-oxadiazol-3-yl)phenyl)urea

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent2×

Procedure

The solution of equivalent amounts of 2-chloro-4-fluorobenzoyl isocyanate in acetonitrile was added dropwise to the solution of 0.39 g of 5-methoxy-3-(4-amino-3-methoxyphenyl)-3H-[1,3,4]oxadiazol-2-one hydrochloride and 0.2 ml of triethylamine in 5 ml of acetonitrile and the mixture is stirred at room temperature overnight. The solid formed was filtered off with suction and dried under reduced pressure.

Workup

  1. customThe solid formed
  2. filtrationwas filtered off with suction
  3. customdried under reduced pressure

Sources & evidence

ORD record
ord-11040fe0c2534206bba77d0daf542a96
Source dataset
uspto-grants-2006_11
Patent number
US07138414B2

Reaction notes

Loading…