Boron tribromide → HCID 25069445, compound

HRID 1035669Notes

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[S:25][CH:26]=[CH:27][N:28]=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[S:25][CH:26]=[CH:27][N:28]=1)=[O:22]

Participants

Reactant 2

HCID 25134Boron tribromide

HCID 59443469HCID 59443469, compound

Product 1

HCID 25069445HCID 25069445, compound

Procedure

The compound is prepared by reaction of 2-methoxy-6-(3-methoxyphenyl)-N(thiazol-2-yl)-1-naphthamide (117 mg, 0.30 mmol, 1 eq) with boron tribromide solution (7 eq) according to method G. Purification by column chromatography with dichloromethane/methanol 95/5 as the eluent yielded the desired product.

Workup

customPurification by column chromatography with dichloromethane/methanol 95/5 as the eluent

Sources & evidence

ORD record: ord-64ff43aab3d6487f905a50310f251b93
Source dataset: uspto-grants-2013_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08546392B2

Reaction notes

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