Boron tribromide → HCID 24950386, compound

HRID 1035667Notes

Reaction equation

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

Participants

Reactant 2

HCID 25134Boron tribromide

HCID 59443445HCID 59443445, compound

Product 1

HCID 24950386HCID 24950386, compoundYield 75%

Procedure

The compound is prepared by reaction of 2-methoxy-N,6-bis(3-methoxyphenyl)-1-naphthamide (150 mg, 0.36 mmol, 1 eq) with boron tribromide solution (2.9 ml, 2.9 mmol, 8 eq) according to method G. Purification by column chromatography with dichloromethane/methanol 93/7 as the eluent yielded the desired product in a yield of 75%, 100 mg.

Workup

customPurification by column chromatography with dichloromethane/methanol 93/7 as the eluent

Sources & evidence

ORD record: ord-3b8902758b9e4923bb6f3caa5ae53564
Source dataset: uspto-grants-2013_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08546392B2

Reaction notes

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