2,6-Dibromopyridine → HCID 57468809, compound

HRID 1927953Notes

Reaction equation

HRID 1927953 reaction equation
I[C:2]1[N:7]=[C:6]([C:8]([F:11])([F:10])[F:9])[CH:5]=[C:4]([C:12]2[CH:17]=[CH:16][C:15]([C:18]([F:21])([F:20])[F:19])=[CH:14][CH:13]=2)[N:3]=1.[Br:22][C:23]1[CH:28]=[CH:27][CH:26]=[C:25](Br)[N:24]=1>[Li]CCCC.[Zn+2].[Br-].[Br-]>[Br:22][C:23]1[N:24]=[C:25]([C:2]2[N:7]=[C:6]([C:8]([F:11])([F:10])[F:9])[CH:5]=[C:4]([C:12]3[CH:17]=[CH:16][C:15]([C:18]([F:21])([F:20])[F:19])=[CH:14][CH:13]=3)[N:3]=2)[CH:26]=[CH:27][CH:28]=1

Participants

4

Reactant 2

HCID 122742,6-DibromopyridineHCID 57468602HCID 57468602, compound

Product 1

HCID 57468809HCID 57468809, compound

Reagents, catalysts & solvents 1

HCID 178419263HCID 178419263, compoundCatalyst

Procedure

The title compound was prepared from 2-iodo-4-trifluoromethyl-6-(4-trifluoromethyl-phenyl)-pyrimidine (example A.4) (0.900 g, 2.15 mmol), n-BuLi/ZnBr2 and commercially available 2,6-dibromopyridine (0.510 g, 2.15 mmol) according to Tetrahedron Letters 1996, 37(15), 2537 and the general procedure IVc protocol b. Obtained as a yellow oil (0.658 g, 60%, 88% purity). MS (ISP) 447.8 [(M+H)+] and 450.0 [(M+2+H)+].

Workup

  1. customObtained as a yellow oil (0.658 g, 60%, 88% purity)

Sources & evidence

ORD record
ord-46c4f7eba3aa48eaa244d2b379539243
Source dataset
uspto-grants-2012_05
Patent number
US08183262B2

Reaction notes

Loading…