3-Aminopyridine → HCID 50994187, compound

HRID 1784825Notes

Reaction equation

HRID 1784825 reaction equation
Br[C:2]1[CH:3]=[C:4]([CH:7]=[C:8]([Br:10])[CH:9]=1)[C:5]#[N:6].[N:11]1[CH:16]=[CH:15][CH:14]=[C:13]([NH2:17])[CH:12]=1.N1C2C(=C(C3C=C(C=C(NC4C=NC=CC=4)C=3)C#N)C=CC=2)C=C1>>[Br:10][C:8]1[CH:7]=[C:4]([CH:3]=[C:2]([NH:17][C:13]2[CH:12]=[N:11][CH:16]=[CH:15][CH:14]=2)[CH:9]=1)[C:5]#[N:6]

Participants

4

Reactant 3

HCID 100093-AminopyridineHCID 27976903,5-DibromobenzonitrileHCID 156028913-(1H-indol-4-yl)-5-(pyridin-3-ylamino)-benzonitrile

Product 1

HCID 50994187HCID 50994187, compound

Procedure

3-Bromo-5-(pyridin-3-ylamino)-benzonitrile was prepared from 3,5-dibromobenzonitrile and pyridin-3-ylamine as described for Example 36, except that the reaction was run at 130° C. This material was converted to 3-(1H-indol-4-yl)-5-(pyridin-3-ylamino)-benzonitrile by the method of Example 35. 1H NMR (400 MHz, CDCl3): δ 8.47 (s, 2H), 8.28 (d, J=4.3 Hz, 1H), 7.55-7.49 (m, 3H), 7.44 (d, J=8.2 Hz, 1H), 7.30-7.23 (m, 4H), 7.12 (dd, J=7.3, 0.9 Hz, 1H), 6.63 (t, J=2.5 Hz, 1H), 6.05 (s, 1H).

Workup

  1. customwas run at 130° C

Sources & evidence

ORD record
ord-5d0e740c926b47bd93f066dc842f030c
Source dataset
uspto-grants-2009_03
Patent number
US07504401B2

Reaction notes

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