Hydrochloric Acid → HCID 23037305, compound

HRID 623068Notes

Reaction equation

HRID 623068 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 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 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-c488404a61694266a6c4c125e7f0857e
Source dataset
uspto-grants-1988_09
Patent number
US04772600

Reaction notes

Loading…