3-Aminopyridine → HCID 57470996, compound

HRID 1784883Notes

Reaction equation

Br[C:2]1[CH:3]=[C:4]([CH:8]=[C:9]([Br:11])[CH:10]=1)[C:5]([NH2:7])=[O:6].[N:12]1[CH:17]=[CH:16][CH:15]=[C:14]([NH2:18])[CH:13]=1>>[Br:11][C:9]1[CH:8]=[C:4]([CH:3]=[C:2]([NH:18][C:14]2[CH:13]=[N:12][CH:17]=[CH:16][CH:15]=2)[CH:10]=1)[C:5]([NH2:7])=[O:6]

Participants

Reactant 2

HCID 100093-Aminopyridine

HCID 27359373,5-Dibromobenzamide

Product 1

HCID 57470996HCID 57470996, compound

Procedure

3,5-Dibromo-benzamide and pyridin-3-ylamine were coupled to give 3-bromo-5-(pyridin-3-ylamino)-benzamide as described for Example 44. 3-Bromo-5-(pyridin-3-ylamino)-benzamide was converted to 3-(1H-indol-4-yl)-5-(pyridin-3-ylamino)-benzamide as described in Example 75. 1H NMR (400 MHz, CDCl3): δ 10.58 (s, 1H), 8.36 (s, 1H), 8.00 (s, 1H), 7.72 (s, 1H), 7.65 (d, J=7.4 Hz, 1H), 7.58 (d, J=1.2 Hz, 2H), 7.39 (d, J=7.8 Hz, 1H), 7.32-7.25 (m, 2H), 7.20-7.10 (m, 2H), 6.62 (d, J=2.9 Hz, 1H).

Sources & evidence

ORD record: ord-1db2cbf2f17e4343bd0566b522379ff3
Source dataset: uspto-grants-2009_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07504401B2

Reaction notes

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