HCID 69671287, compound → HCID 69671286, compound

HRID 1497579Notes

Reaction equation

HRID 1497579 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]([C:10]2[CH:11]=[CH:12][C:13]3[N:14]([C:16]([C:19]4[CH:24]=[CH:23][C:22]([Cl:25])=[CH:21][C:20]=4[O:26][CH3:27])=[N:17][N:18]=3)[CH:15]=2)[CH:5]=[CH:6][C:7]=1[O:8][CH3:9]>Cl.C(OCC)(=O)C>[ClH:25].[NH2:1][C:2]1[CH:3]=[C:4]([C:10]2[CH:11]=[CH:12][C:13]3[N:14]([C:16]([C:19]4[CH:24]=[CH:23][C:22]([Cl:25])=[CH:21][C:20]=4[O:26][CH3:27])=[N:17][N:18]=3)[CH:15]=2)[CH:5]=[CH:6][C:7]=1[O:8][CH3:9]

Participants

3

Reactant 1

HCID 69671287HCID 69671287, compound

Product 1

HCID 69671286HCID 69671286, compoundYield 204.9%

Reagents, catalysts & solvents 1

HCID 21866389Hydrogen chloride-ethyl acetateSolvent

Procedure

A solution of 6-(3-amino-4-methoxyphenyl)-3-(4-chloro-2-methoxyphenyl)-[1,2,4]triazolo[4,3-a]pyridine (50 mg, 0.131 mmol) in HCl/ethyl acetate (2M, 20 mL) was stirred at room temperature for 0.5 h. It was concentrated under reduced pressure to give the title compound (56 mg, 94% yield) as gray solids. 1H NMR (DMSO-d6): 8.32 (s, 1H), 8.10 (d, J=9.6 Hz, 1H), 7.95 (dd, J=9.6 and 1.5 Hz, 1H), 7.79 (d, J=2.1 Hz, 1H), 7.73 (dd, J=8.7 and 2.1 Hz, 1H), 7.66 (d, J=8.1 Hz, 1H), 7.45 (d, J=1.5 Hz, 1H), 7.32-7.27 (m, 2H), 3.94 (s, 3H), 3.93 (s, 3H). MS: m/z 381.2 [M+H+].

Workup

  1. concentrationIt was concentrated under reduced pressure

Sources & evidence

ORD record
ord-0e8301a4dec04c9f9d137f47428262b4
Source dataset
uspto-grants-2015_12
Patent number
US09199983B2

Reaction notes

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