Boron tribromide → HCID 18324941, compound

HRID 1250913Notes

Reaction equation

HRID 1250913 reaction equation
[NH2:1][S:2]([C:5]1[CH:10]=[CH:9][C:8]([C:11]2[O:12][C:13]3[C:28]([Cl:29])=[CH:27][CH:26]=[C:25]([O:30]C)[C:14]=3[C:15](=[O:24])[C:16]=2[C:17]2[CH:22]=[CH:21][C:20]([F:23])=[CH:19][CH:18]=2)=[CH:7][CH:6]=1)(=[O:4])=[O:3].B(Br)(Br)Br>C(Cl)Cl>[NH2:1][S:2]([C:5]1[CH:6]=[CH:7][C:8]([C:11]2[O:12][C:13]3[C:28]([Cl:29])=[CH:27][CH:26]=[C:25]([OH:30])[C:14]=3[C:15](=[O:24])[C:16]=2[C:17]2[CH:18]=[CH:19][C:20]([F:23])=[CH:21][CH:22]=2)=[CH:9][CH:10]=1)(=[O:3])=[O:4]

Participants

4

Reactant 2

HCID 25134Boron tribromideHCID 18325043HCID 18325043, compound

Product 1

HCID 18324941HCID 18324941, compoundYield 74%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 2-(4-(aminosulfonyl)phenyl)-8-chloro-3-(4-fluorophenyl)-5-methoxy-4H-1-benzopyran-4-one(0.03 g, 0.07 mmol) in CH2C2(5 ml) was added 1.0M BBr3(0.2 ml) at a temperature of 0° C. The mixture was stirred for 4 hours at room temperature and diluted with CH2Cl2(10 ml). After being washed with water and brine, the solution was dried over anhydrous MgSO4. The crude product was purified by flash chromatography to yield the title compound as a solid(0.02 g, 74%).

Workup

  1. washAfter being washed with water and brine
  2. dry with materialthe solution was dried over anhydrous MgSO4
  3. customThe crude product was purified by flash chromatography

Sources & evidence

ORD record
ord-ab62cd9b6a27415583b4e782a5227106
Source dataset
uspto-grants-2002_01
Patent number
US06340694B1

Reaction notes

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