Water → HCID 21911046, compound

HRID 1245332Notes

Reaction equation

HRID 1245332 reaction equation
[CH3:1][O:2][C:3]1[CH:16]=[CH:15][C:6]([CH2:7][N:8]2[CH2:12][C:11](=O)[NH:10][C:9]2=[O:14])=[CH:5][CH:4]=1.[CH2:17]([C:20]1[C:28]2[O:27][N:26]=[C:25]([C:29]([F:32])([F:31])[F:30])[C:24]=2[CH:23]=[CH:22][C:21]=1[O:33][CH2:34][CH2:35][CH2:36]Br)[CH2:18][CH3:19].C([O-])([O-])=[O:39].[Cs+].[Cs+].O>CN(C=O)C>[CH2:17]([C:20]1[C:28]2[O:27][N:26]=[C:25]([C:29]([F:32])([F:31])[F:30])[C:24]=2[CH:23]=[CH:22][C:21]=1[O:33][CH2:34][CH2:35][CH2:36][N:10]1[CH2:11][C:12](=[O:39])[N:8]([CH2:7][C:6]2[CH:15]=[CH:16][C:3]([O:2][CH3:1])=[CH:4][CH:5]=2)[C:9]1=[O:14])[CH2:18][CH3:19]

Participants

6

Reactant 4

HCID 962WaterHCID 10796Cesium carbonateHCID 12031259HCID 12031259, compoundHCID 219110281-[(4-Methoxyphenyl)methyl]imidazolidine-2,4-dione

Product 1

HCID 21911046HCID 21911046, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A mixture of 1-(4-methoxybenzyl)-imidazolidine-2,4-dione (57 mg), 7-propyl-3-trifluoromethyl-6-(3-bromopropyloxy)-1,2-benzisoxazole from Example 7 (86 mg), and Cs2CO3 (146 mg) in DMF (4.0 mL) was allowed to react overnight. Water was added and the mixture separated by HPLC to yield 1-(3-{[7-propyl-3-(trifluoromethyl)-1,2-benzisoxazol-6-yl]oxy}propyl)-3-(4-methoxybenzyl)-imidazolidine-2,4-dione as a clear oil.

Workup

  1. customto react overnight
  2. customthe mixture separated by HPLC

Sources & evidence

ORD record
ord-0e384d3d6d3b4495bbdb6cde7de34a03
Source dataset
uspto-grants-2006_10
Patent number
US07125865B2

Reaction notes

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