Boron tribromide → HCID 68937093, compound

HRID 2218683Notes

Reaction equation

C[O:2][C:3]1[CH:29]=[CH:28][C:6]2[C:7](=[CH:16][C:17]3[CH:18]=[C:19]([NH:23][S:24]([CH3:27])(=[O:26])=[O:25])[CH:20]=[CH:21][CH:22]=3)[C:8]3[CH:15]=[CH:14][CH:13]=[CH:12][C:9]=3[CH2:10][CH2:11][C:5]=2[CH:4]=1.B(Br)(Br)Br>>[OH:2][C:3]1[CH:29]=[CH:28][C:6]2[C:7](=[CH:16][C:17]3[CH:18]=[C:19]([NH:23][S:24]([CH3:27])(=[O:26])=[O:25])[CH:20]=[CH:21][CH:22]=3)[C:8]3[CH:15]=[CH:14][CH:13]=[CH:12][C:9]=3[CH2:10][CH2:11][C:5]=2[CH:4]=1

Participants

Reactant 2

HCID 25134Boron tribromide

HCID 68937232HCID 68937232, compound

Product 1

HCID 68937093HCID 68937093, compoundYield 69%

Procedure

Demethylate the corresponding methoxy mixture of Example 161 using BBr3 to give the title compound in 69% yield. MS (ES) 392 (M+1), 390 (M−1). HPLC shows 48% of the faster eluting isomer and 45% of the slower isomer.

Sources & evidence

ORD record: ord-98c72efc7f7c4829a042276606b7f136
Source dataset: uspto-grants-2008_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07411072B2

Reaction notes

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