Hydrochloric Acid → HCID 178461562, compound

HRID 81215Notes

Reaction equation

HRID 81215 reaction equation
Cl.[Cl:2][C:3]1[CH:4]=[C:5]([C:9]2[C:14]3[N:15]([CH2:32][C@H:33]4[CH2:38][CH2:37][C@H:36]([CH3:39])[CH2:35][CH2:34]4)[C:16]([N:18]4[CH2:23][CH2:22][N:21](C(OC(C)(C)C)=O)[CH2:20][C@H:19]4[CH3:31])=[N:17][C:13]=3[CH:12]=[C:11]([C:40]3[NH:44][C:43](=[O:45])[O:42][N:41]=3)[N:10]=2)[CH:6]=[N:7][CH:8]=1>O1CCOCC1>[Cl:2][C:3]1[CH:4]=[C:5]([C:9]2[C:14]3[N:15]([CH2:32][C@H:33]4[CH2:34][CH2:35][C@H:36]([CH3:39])[CH2:37][CH2:38]4)[C:16]([N:18]4[CH2:23][CH2:22][NH:21][CH2:20][C@H:19]4[CH3:31])=[N:17][C:13]=3[CH:12]=[C:11]([C:40]3[NH:44][C:43](=[O:45])[O:42][N:41]=3)[N:10]=2)[CH:6]=[N:7][CH:8]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 178461579HCID 178461579, compound

Product 1

HCID 178461562HCID 178461562, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

HCl solution in 1,4-Dioxane (4.0 M, 1.0 ml, 4.0 mmol) was added to a stirred solution of (R)-tert-butyl 4-(4-(5-chloropyridin-3-yl)-3-((trans-4-methylcyclohexyl)methyl)-6-(5-oxo-4,5-dihydro-1,2,4-oxadiazol-3-yl)-3H-imidazo[4,5-c]pyridin-2-yl)-3-methylpiperazine-1-carboxylate (164 mg, 0.263 mmol) in 1,4-dioxane (1 ml) at room temperature, and the mixture was stirred at room temperature overnight. The solvent was evaporated under reduced pressure to give 3-(4-(5-chloropyridin-3-yl)-3-((trans-4-methylcyclohexyl)methyl)-2-((R)-2-methylpiperazin-1-yl)-3H-imidazo[4,5-c]pyridin-6-yl)-1,2,4-oxadiazol-5(4H)-one (HCl salt). MS ESI calc'd. for C26H31ClN8O2 [M+H]+ 523. found 523.

Workup

  1. customThe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-37cf2048ded4402db751e7434a201555
Source dataset
uspto-grants-2014_09
Patent number
US08846657B2

Reaction notes

Loading…