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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1784838Generated: October 30, 2026

N-[3-bromo-5-(pyridine-3-carbonyl)-phenyl]-acetamide → N-[3-(1H-indol-4-yl)-5-(pyridine-3-carbonyl)-phenyl]-acetamide

https://huagongshe.com/reaction/1784838

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-[3-bromo-5-(pyridine-3-carbonyl)-phenyl]-acetamideHCID 50994355—
ReactantN-[3-(pyridine-3-carbonyl)-5-(1-triisopropylsilanyl-1H-indol-4-yl)-phenyl]-acetamideHCID 50994433—
ProductN-[3-(1H-indol-4-yl)-5-(pyridine-3-carbonyl)-phenyl]-acetamideHCID 15602989—

Reaction Steps

N-[3-bromo-5-(pyridine-3-carbonyl)-phenyl]-acetamide was converted to N-[3-(pyridine-3-carbonyl)-5-(1-triisopropylsilanyl-1H-indol-4-yl)-phenyl]-acetamide, and the triisopropylsilyl group was removed with tetra n-butylammonium fluoride to give N-[3-(1H-indol-4-yl)-5-(pyridine-3-carbonyl)-phenyl]-acetamide as described in Example 35. 1H NMR (400 MHz, methanol-d4): δ 10.61 (s, 1H), 8.94 (s, 1H), 8.70 (s, 1H), 8.13-8.19 (m, 2H), 7.99 (s, 1H), 7.74 (s, 1H), 7.49 (s, 1H), 7.37 (d, J=8.0 Hz, 1H), 7.25 (s, 1H), 7.13 (t, J=7.7 Hz, 1H), 7.06 (d, J=7.0 Hz, 1H), 6.62 (s, 1H), 2.12 (s, 3H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07504401B2
Source datasetuspto-grants-2009_03
ORD IDord-48100cc199564a2dbe594161ff885133
Source noteuspto-grants-2009_03