Hydrochloric Acid → HCID 23037305, compound

HRID 621990Notes

Reaction equation

HRID 621990 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. Dyring 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. customDyring under high vacuum gave a white solid

Sources & evidence

ORD record
ord-0f7f80bde014418a865f8c2abf13f843
Source dataset
uspto-grants-1989_04
Patent number
US04824951

Reaction notes

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