Boron tribromide → HCID 22143555, compound

HRID 1825147Notes

Reaction equation

[CH2:1]([NH:5][C:6]([C:8]1[C:16]2[C:11](=[CH:12][C:13]([O:17]C)=[CH:14][CH:15]=2)[N:10]([CH3:19])[C:9]=1[CH3:20])=[O:7])[CH:2]([CH3:4])[CH3:3].B(Br)(Br)Br>>[CH2:1]([NH:5][C:6]([C:8]1[C:16]2[C:11](=[CH:12][C:13]([OH:17])=[CH:14][CH:15]=2)[N:10]([CH3:19])[C:9]=1[CH3:20])=[O:7])[CH:2]([CH3:4])[CH3:3]

Participants

Reactant 2

HCID 25134Boron tribromide

HCID 20767927HCID 20767927, compound

Product 1

HCID 22143555HCID 22143555, compound

Procedure

This material was prepared from 6-methoxy-1,2-dimethyl-1H-indol-3-carboxylic acid isobutyl-amide 67a by treatment with BBr3 in a manner as previously described for example 1d. 1H NMR (300 MHz, CD3OD) δ 7.52(1H, d, J=8.5 Hz),6.74(1H, d, J=2.3 Hz),6.68(1H, dd, J=2.3, 8.5 Hz), 3.61 (3H, s), 3.22 (2H, m), 2.58 (3H, s), 1.95 (1H, m), 1.02 (3H, s), 1.00 (3H, s). LCMS (ESI+) [M+H]/z Calc'd 261. found 261.

Sources & evidence

ORD record: ord-ab859b4ce8f842eba9a2f5f9ebde4484
Source dataset: uspto-grants-2006_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07045528B2

Reaction notes

Loading…