Boron tribromide → HCID 22143568, compound

HRID 1825150Notes

Reaction equation

[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[NH:7][C:8]([C:10]1[C:18]2[C:13](=[CH:14][C:15]([O:19]C)=[CH:16][CH:17]=2)[N:12]([CH3:21])[C:11]=1[CH3:22])=[O:9].B(Br)(Br)Br>>[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[NH:7][C:8]([C:10]1[C:18]2[C:13](=[CH:14][C:15]([OH:19])=[CH:16][CH:17]=2)[N:12]([CH3:21])[C:11]=1[CH3:22])=[O:9]

Participants

Reactant 2

HCID 25134Boron tribromide

HCID 20767867HCID 20767867, compound

Product 1

HCID 22143568HCID 22143568, compound

Procedure

This material was prepared from 6-methoxy-1,2-dimethyl-1H-indol-3-carboxylic acid pyridin-2-ylamide 69a by treatment with BBr3 in a manner as previously described for example 1d. 1H NMR (300 MHz, CD3OD) δ 8.29 (1H, m), 8.24 (1H, d, J=8.3 Hz), 7.82 (1H, m), 7.64 (1H, d, J=8.7 Hz), 7.12 (1H, m), 6.82 (1H, d, J=2.2 Hz), 6.76 (1H, dd, J=2.2, 8.7 Hz), 3.66 (3H, s), 2.69 (3H, s). LCMS (ESI+) [M+H]/z Calc'd 282. found 282.

Sources & evidence

ORD record: ord-2feb8b7ea317449bbd09a24f48b5df08
Source dataset: uspto-grants-2006_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07045528B2

Reaction notes

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