Water → 3-[(6-Chloro-2-phenylpyrimidin-4-yl)oxy]-4-(benzyloxy)benzonitrile

HRID 365390Notes

Reaction equation

HRID 365390 reaction equation
Cl[C:2]1[CH:7]=[C:6]([Cl:8])[N:5]=[C:4]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[N:3]=1.C([O-])([O-])=O.[Cs+].[Cs+].[OH:21][C:22]1[CH:23]=[C:24]([CH:27]=[CH:28][C:29]=1[O:30][CH2:31][C:32]1[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=1)[C:25]#[N:26].O>C(#N)C>[Cl:8][C:6]1[N:5]=[C:4]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[N:3]=[C:2]([O:21][C:22]2[CH:23]=[C:24]([CH:27]=[CH:28][C:29]=2[O:30][CH2:31][C:32]2[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=2)[C:25]#[N:26])[CH:7]=1

Participants

6

Reactant 4

HCID 962WaterHCID 10796Cesium carbonateHCID 77338FenclorimHCID 154534514-(Benzyloxy)-3-hydroxybenzonitrile

Product 1

HCID 154807033-[(6-Chloro-2-phenylpyrimidin-4-yl)oxy]-4-(benzyloxy)benzonitrileYield 96.7%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

To 4,6-dichloro-2-phenylpyrimidine (1.5 g, 6.7 mmol) in acetonitrile (20 mL) was added Cs2CO3 (2.4 g, 7.4 mmol) and 3-hydroxy4-(benzyloxy)benzonitrile (1.5 g, 6.5 mmol). After stirring for 24 hours, water was added to the reaction mixture and the resulting solid was collected by suction filtration to give 2.6 g of 3-[(6-chloro-2-phenylpyrimidin-4-yl)oxy]-4-(benzyloxy)benzonitrile.

Workup

  1. filtrationthe resulting solid was collected by suction filtration

Sources & evidence

ORD record
ord-dd502340b58b46fead8b509401432de2
Source dataset
uspto-grants-2000_10
Patent number
US06127376

Reaction notes

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