3-Aminopyridine → HCID 58168363, compound

HRID 1029195Notes

Reaction equation

HRID 1029195 reaction equation
Cl[C:2]1[CH:16]=[CH:15][C:5]2[C:6](=[O:14])[NH:7][C:8]3[C:13]([C:4]=2[CH:3]=1)=[CH:12][CH:11]=[CH:10][N:9]=3.[NH2:17][C:18]1[CH:19]=[N:20][CH:21]=[CH:22][CH:23]=1>>[N:20]1[CH:21]=[CH:22][CH:23]=[C:18]([NH:17][C:2]2[CH:16]=[CH:15][C:5]3[C:6](=[O:14])[NH:7][C:8]4[C:13]([C:4]=3[CH:3]=2)=[CH:12][CH:11]=[CH:10][N:9]=4)[CH:19]=1

Participants

3

Reactant 2

HCID 100093-AminopyridineHCID 581682989-chloro-5H-benzo[c][1,8]naphthyridin-6-one

Product 1

HCID 58168363HCID 58168363, compoundYield 54%

Procedure

The title compound was synthesized according to the procedure described for the preparation of Example 231 using 6 (50 mg, 0.22 mmol) and 3-aminopyridine (61 mg, 0.65 mmol) to provide 232 (31 mg, 54% yield) as a white solid. LC-MS (M+H=289, obsd.=289). 1H NMR (400 MHz, d6-DMSO): δ 11.74 (s, 1H), 9.10 (s, 1H), 8.54 (m, 2H), 8.47 (dd 1H), 8.23 (dd, 1H), 8.19 (d, 1H), 7.91 (d, 1H), 7.75 (m, 1H), 7.39 (m, 1H), 7.30 (m, 2H).

Workup

  1. customThe title compound was synthesized

Sources & evidence

ORD record
ord-83e7d090173440b991414296655294cb
Source dataset
uspto-grants-2014_05
Patent number
US08735584B2

Reaction notes

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