Hydrochloric Acid → HCID 23037309, compound

HRID 621983Notes

Reaction equation

HRID 621983 reaction equation
[CH3:1][N:2]([CH3:28])[CH2:3][CH2:4][NH:5][C:6](=[O:27])[CH2:7][N:8]1[C:12]2=[N:13][CH:14]=[CH:15][CH:16]=[C:11]2[N:10]=[C:9]1[C:17]1[CH:22]=[CH:21][C:20]([C:23]([F:26])([F:25])[F:24])=[CH:19][CH:18]=1.[ClH:29]>C(O)(C)C>[ClH:29].[CH3:1][N:2]([CH3:28])[CH2:3][CH2:4][NH:5][C:6](=[O:27])[CH2:7][N:8]1[C:12]2=[N:13][CH:14]=[CH:15][CH:16]=[C:11]2[N:10]=[C:9]1[C:17]1[CH:22]=[CH:21][C:20]([C:23]([F:25])([F:26])[F:24])=[CH:19][CH:18]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 14390342HCID 14390342, compound

Product 1

HCID 23037309HCID 23037309, compound

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

A solution of 2.3 g of N-[2-(dimethylamino)ethyl]-2-[4-(trifluoromethyl)phenyl]-3H-imidazo[4,5-b]pyridine-3-acetamide in hot isopropyl alcohol was acidified with concentrated hydrochloric acid. The solvents were evaporated under reduced pressure and the residue redissolved in hot isopropyl alcohol and methanol, filtered, and while still hot, isopropyl ether was added to the cloud point. Solid precipitated upon cooling to room temperature. The solid was collected by filtration to give 1.8 g of a white solid, mp 230°-234° C.

Workup

  1. customThe solvents were evaporated under reduced pressure
  2. dissolutionthe residue redissolved in hot isopropyl alcohol
  3. filtrationmethanol, filtered
  4. additionwhile still hot, isopropyl ether was added to the cloud point
  5. customSolid precipitated
  6. filtrationThe solid was collected by filtration

Sources & evidence

ORD record
ord-f79116ff8c7b40ba9c32f21b73cc1fab
Source dataset
uspto-grants-1989_04
Patent number
US04824951

Reaction notes

Loading…