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1-(Bromomethyl)-4-(trifluoromethyl)benzene → 2-(3,5-Dichlorophenyl)-4-isopropyl-6-{[4-(trifluoromethyl)benzyl]oxy}pyrimidine

HRID 29910
Notes
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Reaction equation

HRID 29910 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([C:9]2[N:14]=[C:13]([OH:15])[CH:12]=[C:11]([CH:16]([CH3:18])[CH3:17])[N:10]=2)[CH:5]=[C:6]([Cl:8])[CH:7]=1.[F:19][C:20]([F:30])([F:29])[C:21]1[CH:28]=[CH:27][C:24]([CH2:25]Br)=[CH:23][CH:22]=1>>[Cl:8][C:6]1[CH:5]=[C:4]([C:9]2[N:10]=[C:11]([CH:16]([CH3:18])[CH3:17])[CH:12]=[C:13]([O:15][CH2:25][C:24]3[CH:23]=[CH:22][C:21]([C:20]([F:19])([F:29])[F:30])=[CH:28][CH:27]=3)[N:14]=2)[CH:3]=[C:2]([Cl:1])[CH:7]=1
ParticipantsProcedureSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 1230621-(Bromomethyl)-4-(trifluoromethyl)benzeneHCID 178439458HCID 178439458, compound2×

Product 1

HCID 103660052-(3,5-Dichlorophenyl)-4-isopropyl-6-{[4-(trifluoromethyl)benzyl]oxy}pyrimidine

Procedure

The title compound was prepared from 2-(3,5-dichloro-phenyl)-6-isopropyl-pyrimidin-4-ol (which was obtained in Intermediate 6) and 4-(trifluoromethyl)benzyl bromide according to Method A; LC retention time 4.57 min; MS: m/z (ESI) 441 (M+H).

Sources & evidence

ORD record
ord-50b5ce710744452aac637dd3582d1cd2
Source dataset
uspto-grants-2008_09
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07423044B2

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes