HCID 67520446, compound → 3-(5-Chloroisoquinolin-3-yl)-5-(1-piperidin-4-yl-1H-pyrazol-4-yl)-pyridin-2-ylamine trihydrochloride

HRID 1926297Notes

Reaction equation

HRID 1926297 reaction equation
[ClH:1].Cl.Cl.[Cl:4][C:5]1[CH:14]=[CH:13][C:12](Cl)=[C:11]2[C:6]=1[CH:7]=[C:8]([C:16]1[C:17]([NH2:33])=[N:18][CH:19]=[C:20]([C:22]3[CH:23]=[N:24][N:25]([CH:27]4[CH2:32][CH2:31][NH:30][CH2:29][CH2:28]4)[CH:26]=3)[CH:21]=1)[N:9]=[CH:10]2.[Cl:34]C1C=CC=C2C=1C=C(OS(C(F)(F)F)(=O)=O)N=C2>>[ClH:4].[ClH:34].[ClH:1].[Cl:4][C:5]1[CH:14]=[CH:13][CH:12]=[C:11]2[C:6]=1[CH:7]=[C:8]([C:16]1[C:17]([NH2:33])=[N:18][CH:19]=[C:20]([C:22]3[CH:23]=[N:24][N:25]([CH:27]4[CH2:28][CH2:29][NH:30][CH2:31][CH2:32]4)[CH:26]=3)[CH:21]=1)[N:9]=[CH:10]2

Participants

3

Reactant 2

HCID 67520446HCID 67520446, compoundHCID 86633152Trifluoromethanesulfonic acid 5-chloroisoquinolin-3-yl ester

Product 1

HCID 675213123-(5-Chloroisoquinolin-3-yl)-5-(1-piperidin-4-yl-1H-pyrazol-4-yl)-pyridin-2-ylamine trihydrochloride

Procedure

The procedure for the preparation of 3-(5,8-dichloroisoquinolin-3-yl)-5-(1-piperidin-4-yl-1H-pyrazol-4-yl)-pyridin-2-ylamine trihydrochloride was followed, except using trifluoromethanesulfonic acid 5-chloroisoquinolin-3-yl ester in place of trifluoromethanesulfonic acid 5,8-dichloroisoquinolin-3-yl ester. This afforded the title compound as a yellow solid. MS (ES+): m/z=405.05/407.03 [MH+]. HPLC: tR=1.91 min (ZQ2, polar—5 min).

Sources & evidence

ORD record
ord-18e73aefffff4ce08aa324b1478682fe
Source dataset
uspto-grants-2012_05
Patent number
US08178668B2

Reaction notes

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