Boron tribromide → HCID 90102841, compound

HRID 1052480Notes

Reaction equation

HRID 1052480 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([NH:9][S:10]([C:13]2[CH:18]=[CH:17][C:16]([O:19]C)=[CH:15][CH:14]=2)(=[O:12])=[O:11])[CH:5]=[C:6]([F:8])[CH:7]=1.B(Br)(Br)Br>ClCCl>[Br:1][C:2]1[CH:3]=[C:4]([NH:9][S:10]([C:13]2[CH:14]=[CH:15][C:16]([OH:19])=[CH:17][CH:18]=2)(=[O:11])=[O:12])[CH:5]=[C:6]([F:8])[CH:7]=1

Participants

4

Reactant 2

HCID 25134Boron tribromideHCID 90102289HCID 90102289, compound

Product 1

HCID 90102841HCID 90102841, compoundYield 99%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

N-(3-Bromo-5-fluorophenyl)-4-methoxybenzenesulfonamide (507 mg, 1.41 mmol) was treated with boron tribromide (1M in dichloromethane, 7.0 ml, 7 mmol) using dichloromethane (10 ml) as a solvent according to the method described in Example 23. The resulting crude was purified by flash chromatography using SP1® Purification System (0% to 40%, dichloromethane-ethyl acetate) to obtain 480 mg (99% yield) of the title compound. Purity: 100%

Workup

  1. customThe resulting crude was purified by flash chromatography
  2. customSP1® Purification System (0% to 40%, dichloromethane-ethyl acetate)

Sources & evidence

ORD record
ord-342a32b47d7a4aeb9b071f52d9d1aac1
Source dataset
uspto-grants-2016_07
Patent number
US09388189B2

Reaction notes

Loading…