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Hydrochloric Acid → HCID 178428708, compound

HRID 505406
Notes
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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
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

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
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07781453B2

Reaction notes

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On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes