Boron tribromide → HCID 53711962, compound

HRID 1831679Notes

Reaction equation

HRID 1831679 reaction equation
[Br:1][C:2]1[CH:23]=[C:22]([CH3:24])[C:5]([O:6][C:7]2[C:12]([O:13]C)=[C:11]([NH:15][CH:16]([CH2:19][CH3:20])[CH2:17][CH3:18])[CH:10]=[C:9]([CH3:21])[N:8]=2)=[C:4]([CH3:25])[CH:3]=1.B(Br)(Br)Br>C(Cl)Cl>[Br:1][C:2]1[CH:23]=[C:22]([CH3:24])[C:5]([O:6][C:7]2[C:12]([OH:13])=[C:11]([NH:15][CH:16]([CH2:19][CH3:20])[CH2:17][CH3:18])[CH:10]=[C:9]([CH3:21])[N:8]=2)=[C:4]([CH3:25])[CH:3]=1

Participants

4

Reactant 2

HCID 25134Boron tribromideHCID 22291314HCID 22291314, compound

Product 1

HCID 53711962HCID 53711962, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of [2-(4-bromo-2,6-dimethyl-phenoxy)-3-methoxy-6-methyl-pyridin-4-yl]-(1-ethy-propyl)-amine in methylene chloride was added BBr3 at 0° C. and stirred for hr. The mixture was quenched with water and extracted with chloroform. The organic layer was separated, dried, and concentrated to give the title compound. 1H NMR(CDCl3) d 7.20(s,2H), 6.12(s,1H), 4.77(d,1H), 3.27(m,1H), 2.13(s,3H), 2.10(s,6H), 1.4–1.8(m, 4H), 0.97(t,6H) ppm.

Workup

  1. customThe mixture was quenched with water
  2. extractionextracted with chloroform
  3. customThe organic layer was separated
  4. customdried
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-5e6937d7986647878c09975935d8c8f2
Source dataset
uspto-grants-2006_06
Patent number
US07067664B1

Reaction notes

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