Boron tribromide → HCID 68761217, compound

HRID 1878617Notes

Reaction equation

HRID 1878617 reaction equation
C([O:8][CH2:9][CH2:10][C:11]([NH:13][C:14]1[CH:15]=[N:16][CH:17]=[C:18]([Br:20])[CH:19]=1)=[O:12])C1C=CC=CC=1.B(Br)(Br)Br>C(Cl)Cl>[Br:20][C:18]1[CH:19]=[C:14]([NH:13][C:11](=[O:12])[CH2:10][CH2:9][OH:8])[CH:15]=[N:16][CH:17]=1

Participants

4

Reactant 2

HCID 25134Boron tribromideHCID 68760557HCID 68760557, compound2×

Product 1

HCID 68761217HCID 68761217, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 3-benzyloxy-N-(5-bromo-pyridin-3-yl)-propionamide (Intermediate 31) (1 eq, 8.1 mmol, 2.8 g) in DCM (100 ml) at 0° C., boron tribromide (1 M in DCM, 1.1 eq, 8.9 mmol, 8.9 ml) is added within 10 min. The mixture is allowed to warm up to r.t. and stirred for 1 h at this temperature. The mixture is filtered, the solid residue is washed with DCM, and dried giving the title compound; [M+H]+=326.

Workup

  1. filtrationThe mixture is filtered
  2. washthe solid residue is washed with DCM
  3. customdried

Sources & evidence

ORD record
ord-ad2c96b895f24101b400b822c382d861
Source dataset
uspto-grants-2012_11
Patent number
US08314112B2

Reaction notes

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