Boron tribromide → HCID 86725457, compound

HRID 2207123Notes

Reaction equation

HRID 2207123 reaction equation
[C:1]([C:5]1[N:10]=[C:9]([CH2:11][CH2:12][O:13]C)[CH:8]=[C:7]([N:15]2[CH2:20][CH2:19][NH:18][CH2:17][CH2:16]2)[N:6]=1)([CH3:4])([CH3:3])[CH3:2].B(Br)(Br)Br>C(Cl)Cl>[C:1]([C:5]1[N:10]=[C:9]([CH2:11][CH2:12][OH:13])[CH:8]=[C:7]([N:15]2[CH2:16][CH2:17][NH:18][CH2:19][CH2:20]2)[N:6]=1)([CH3:4])([CH3:2])[CH3:3]

Participants

4

Reactant 2

HCID 25134Boron tribromideHCID 86725454HCID 86725454, compound

Product 1

HCID 86725457HCID 86725457, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To the solution of 2-tert-Butyl-4-(2-methoxy-ethyl)-6-piperazin-1-yl-pyrimidine (2.78 g, 9.99 mmol) in DCM (150 mL) was added BBr3 (3.75 g, 14.98 mmol) at 0° C. Then the mixture was stirred overnight at room temperature. The mixture was quenched with saturated aqueous NaHCO3 solution. The organic phase was separated out and dried over Na2SO4, filtered and concentrated. The crude title compound was used in the next step without any further purification.

Workup

  1. customThe mixture was quenched with saturated aqueous NaHCO3 solution
  2. customThe organic phase was separated out
  3. dry with materialdried over Na2SO4
  4. filtrationfiltered
  5. concentrationconcentrated
  6. customThe crude title compound was used in the next step without any further purification

Sources & evidence

ORD record
ord-5c4aea3112924c8fb2a2ebcac698fa8e
Source dataset
uspto-grants-2016_06
Patent number
US09376396B2

Reaction notes

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