Hydrochloric Acid → 2-(4-Bromophenyl)-N-[4-(dimethylamino)phenyl]-3H-imidazo [4,5-b]pyridine-3-acetamide hydrochloride hydrate

HRID 2073028Notes

Reaction equation

HRID 2073028 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:16]([CH2:17][C:18]([NH:20][C:21]3[CH:26]=[CH:25][C:24]([N:27]([CH3:29])[CH3:28])=[CH:23][CH:22]=3)=[O:19])[C:11]3=[N:12][CH:13]=[CH:14][CH:15]=[C:10]3[N:9]=2)=[CH:4][CH:3]=1.[ClH:30]>C(#N)C>[OH2:19].[ClH:30].[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:16]([CH2:17][C:18]([NH:20][C:21]3[CH:22]=[CH:23][C:24]([N:27]([CH3:29])[CH3:28])=[CH:25][CH:26]=3)=[O:19])[C:11]3=[N:12][CH:13]=[CH:14][CH:15]=[C:10]3[N:9]=2)=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 14390313HCID 14390313, compound

Product 1

HCID 230373842-(4-Bromophenyl)-N-[4-(dimethylamino)phenyl]-3H-imidazo [4,5-b]pyridine-3-acetamide hydrochloride hydrateYield 55%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A 0.7-g sample (0.00155 mole) of 2-(4-bromophenyl)-N-[4-(dimethylamino) phenyl]-3H-imidazo[4,5-b]pyridine-3-acetamide obtained in Example 244, was dissolved in acetonitrile (150 ml), acidified with ethereal hydrogen chloride, and refrigerated overnight with seeding. The solid was collected by filtration, washed with diethyl ether-acetonitrile, and dried under high vacuum overnight. The solid was sublimed under high vacuum at 70° C. to give 0.47 g (55%) of title compound, 180° C. (effervescence).

Workup

  1. filtrationThe solid was collected by filtration
  2. washwashed with diethyl ether-acetonitrile
  3. customdried under high vacuum overnight
  4. customwas sublimed under high vacuum at 70° C.

Sources & evidence

ORD record
ord-d548eafea6de46baa0ec244ec43cd41e
Source dataset
uspto-grants-1990_04
Patent number
US04914109

Reaction notes

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