Boron tribromide → HCID 18372487, compound

HRID 2301426Notes

Reaction equation

[Cl:1][C:2]1[CH:11]=[C:10]([S:12]([NH:15][CH2:16][C:17]2[CH:22]=[CH:21][C:20]([Cl:23])=[CH:19][CH:18]=2)(=[O:14])=[O:13])[C:9]([O:24]C)=[C:8]2[C:3]=1[CH:4]=[CH:5][C:6]([C:26]([CH3:29])([CH3:28])[CH3:27])=[N:7]2.B(Br)(Br)Br>>[Cl:1][C:2]1[CH:11]=[C:10]([S:12]([NH:15][CH2:16][C:17]2[CH:22]=[CH:21][C:20]([Cl:23])=[CH:19][CH:18]=2)(=[O:13])=[O:14])[C:9]([OH:24])=[C:8]2[C:3]=1[CH:4]=[CH:5][C:6]([C:26]([CH3:29])([CH3:28])[CH3:27])=[N:7]2

Participants

Reactant 2

HCID 25134Boron tribromide

HCID 18372724HCID 18372724, compound

Product 1

HCID 18372487HCID 18372487, compound

Procedure

The title compound is prepared from 5-Chloro-N-[(4-chlorophenyl)methyl]-2-(1,1-dimethylethyl)-8-methoxy-7-quinolinesulfonamide, which is the second title compound of Preparation 9, and 6 equivalents of BBr3 according to the procedure described in Example 18. Crystallization from Et2O/hexane affords 0.035 g of the title compound as a dark tan solid.

Workup

customCrystallization from Et2O/hexane

Sources & evidence

ORD record: ord-95ae6e3127e94363b2637bf83bd37ba8
Source dataset: uspto-grants-2002_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06500842B1

Reaction notes

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