Hydrochloric Acid → HCID 23037305, compound

HRID 2073054Notes

Reaction equation

HRID 2073054 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:16]([CH2:17][C:18]([NH:20][CH2:21][CH2:22][CH2:23][N:24]([CH2:27][CH3:28])[CH2:25][CH3:26])=[O:19])[C:11]3=[N:12][CH:13]=[CH:14][CH:15]=[C:10]3[N:9]=2)=[CH:4][CH:3]=1.Cl>C(O)(C)C>[ClH:1].[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:16]([CH2:17][C:18]([NH:20][CH2:21][CH2:22][CH2:23][N:24]([CH2:25][CH3:26])[CH2:27][CH3:28])=[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 14390352HCID 14390352, compound

Product 1

HCID 23037305HCID 23037305, compound

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

Approximately 5.7 g of crude 2-(4-chlorophenyl)-N-[3-(diethylamino)propyl]-3H-imidazo[4,5-b]pyridine-3-acetamide was dissolved in hot isopropyl alcohol and acidified with ethereal hydrogen chloride. The solvents were removed under reduced pressure. The residue was redissolved in hot isopropyl alcohol and cooled to room temperature while a solid formed. The solid was collected by filtration, rinsed with an isopropyl alcohol-isopropyl ether solution and finally rinsed with isopropyl ether. Drying under high vacuum gave a white solid weighing 5.0 g, mp 173°-177° C.

Workup

  1. customThe solvents were removed under reduced pressure
  2. dissolutionThe residue was redissolved in hot isopropyl alcohol
  3. customformed
  4. filtrationThe solid was collected by filtration
  5. washrinsed with an isopropyl alcohol-isopropyl ether solution
  6. washfinally rinsed with isopropyl ether
  7. customDrying under high vacuum
  8. customgave a white solid

Sources & evidence

ORD record
ord-9b5960e3ab324ba484bf9d1b3f2761a1
Source dataset
uspto-grants-1990_04
Patent number
US04914109

Reaction notes

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