Sodium hydride → 1-(3-{3-[(2-((E)-2-[4-(trifluoromethyl)phenyl]ethenyl}-1,3-oxazol-4-yl)methoxy]phenyl}propyl)-1H-1,2,3-triazole

HRID 2084393Notes

Reaction equation

HRID 2084393 reaction equation
[N:1]1([CH2:6][CH2:7][CH2:8][C:9]2[CH:10]=[C:11]([OH:15])[CH:12]=[CH:13][CH:14]=2)[CH:5]=[CH:4][N:3]=[N:2]1.[H-].[Na+].Cl[CH2:19][C:20]1[N:21]=[C:22](/[CH:25]=[CH:26]/[C:27]2[CH:32]=[CH:31][C:30]([C:33]([F:36])([F:35])[F:34])=[CH:29][CH:28]=2)[O:23][CH:24]=1>>[F:36][C:33]([F:34])([F:35])[C:30]1[CH:31]=[CH:32][C:27](/[CH:26]=[CH:25]/[C:22]2[O:23][CH:24]=[C:20]([CH2:19][O:15][C:11]3[CH:10]=[C:9]([CH2:8][CH2:7][CH2:6][N:1]4[CH:5]=[CH:4][N:3]=[N:2]4)[CH:14]=[CH:13][CH:12]=3)[N:21]=2)=[CH:28][CH:29]=1

Participants

4

Reactant 3

HCID 24758Sodium hydrideHCID 98571264-(chloromethyl)-2-[(E)-2-[4-(trifluoromethyl)phenyl]ethenyl]-1,3-oxazoleHCID 121098693-[3-(1H-1,2,3-Triazole-1-yl)propyl]phenol

Product 1

HCID 99336571-(3-{3-[(2-((E)-2-[4-(trifluoromethyl)phenyl]ethenyl}-1,3-oxazol-4-yl)methoxy]phenyl}propyl)-1H-1,2,3-triazoleYield 90.2%

Procedure

Using 3-[3-(1H-1,2,3-triazol-1-yl)propyl]phenol (123 mg), 65% oily sodium hydride (24 mg) and 4-(chloromethyl)-2-{(E)-2-[4-(trifluoromethyl)phenyl]ethenyl)-1,3-oxazole (183 mg), the same reaction as Example 2 was carried out to yield the titled compound (248 mg).

Workup

  1. customthe same reaction as Example 2

Sources & evidence

ORD record
ord-e2ea4068b6d94d0881441f249fa8bd50
Source dataset
uspto-grants-2004_04
Patent number
US06716863B2

Reaction notes

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