Hydrochloric Acid → HCID 178428708, compound

HRID 505406Notes

Reaction equation

HRID 505406 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:9]=[C:10]3[N:16]=[C:15]([CH2:17][CH2:18][C:19]4[N:24]=[C:23]([NH2:25])[CH:22]=[C:21]([CH3:26])[CH:20]=4)[NH:14][C:11]3=[N:12][CH:13]=2)=[CH:4][CH:3]=1.Cl>ClCCl.C(OCC)C>[ClH:1].[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[CH:9]=[C:10]3[N:16]=[C:15]([CH2:17][CH2:18][C:19]4[N:24]=[C:23]([NH2:25])[CH:22]=[C:21]([CH3:26])[CH:20]=4)[NH:14][C:11]3=[N:12][CH:13]=2)=[CH:6][CH:7]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 178428707HCID 178428707, compound

Product 1

HCID 178428708HCID 178428708, compoundYield 193.9%

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 6344DichloromethaneSolvent

Conditions

Temperature
0 °C

Procedure

6.0 mg of 6-{2-[6-(4-chloro-phenyl)-3H-imidazo[4,5-b]pyridin-2-yl]-ethyl}-4-methyl-pyridin-2-ylamine are dissolved in 1.5 ml of dichloromethane. After cooling the solution to 0° C., 8.0 μl of hydrochloride in diethyl ether (strength 2.0 M) is added under stirring. Subsequently, the solvents are evaporated in vacuo to yield 6.4 mg of the title compound as an amorphous solid M.p. 228-230° C. ESI-MS: 364.4/366.4 (MH+, 100%/29%). TLC: Rf=0.30 (dichloromethane/methanol 8:1).

Workup

  1. customSubsequently, the solvents are evaporated in vacuo

Sources & evidence

ORD record
ord-a15b32bfb7784fc4b96565d8aab5a13c
Source dataset
uspto-grants-2010_08
Patent number
US07781453B2

Reaction notes

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