Hydrochloric Acid → HCID 23037371, compound

HRID 2351723Notes

Reaction equation

HRID 2351723 reaction equation
[N:1]1[C:9]2[C:4](=[N:5][CH:6]=[CH:7][CH:8]=2)[N:3]([CH2:10][CH2:11][C:12]([NH2:14])=[O:13])[CH:2]=1.[ClH:15].C(O[CH:20]([CH3:22])[CH3:21])(C)C.[CH:23](O)([CH3:25])[CH3:24]>>[ClH:15].[Cl:15][C:23]1[CH:25]=[CH:8][C:7]([C:2]2[N:3]([CH2:10][CH2:11][C:12]([NH:14][C:21]3[CH:20]=[CH:22][C:10]([N:3]([CH3:4])[CH3:2])=[CH:11][CH:12]=3)=[O:13])[C:4]3=[N:5][CH:6]=[CH:7][CH:8]=[C:9]3[N:1]=2)=[CH:6][CH:24]=1

Participants

5

Reactant 4

HCID 313Hydrochloric AcidHCID 3776IsopropanolHCID 7914Diisopropyl EtherHCID 86743438HCID 86743438, compound

Product 1

HCID 23037371HCID 23037371, compound

Procedure

A solution of 0.9 g of 2-(4-chlorophenyl)-N-[4-dimethylamino)-phenyl]-3H-imidazo [4,5-b]pyridine-3-propanamide (obtained in Example 245), in hot isopropyl alcohol was acidified with ethereal hydrogen chloride. Isopropyl ether was added and a pink solid formed. The solid was collected by filtration, rinsed with isopropyl ether and then recrystallized from isopropyl alcohol-isopropyl ether to give 0.81 g of a lavender solid. After drying at high vacuum, mp 215.5°-217° C.

Workup

  1. customa pink solid formed
  2. filtrationThe solid was collected by filtration
  3. washrinsed with isopropyl ether
  4. customrecrystallized from isopropyl alcohol-isopropyl ether

Sources & evidence

ORD record
ord-9d1a382d4e794a70b7654a0fe7163540
Source dataset
uspto-grants-1989_10
Patent number
US04873251

Reaction notes

Loading…