Diisopropyl Ether → HCID 23037411, compound

HRID 1709566Notes

Reaction equation

HRID 1709566 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:16]([CH2:17][C:18]([NH:20][C:21]3[CH:26]=[CH:25][CH:24]=[C:23]([N:27]([CH3:29])[CH3:28])[CH:22]=3)=[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.C(OC(C)C)(C)C>C(O)(C)C>[OH2:19].[ClH:1].[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:16]([CH2:17][C:18]([NH:20][C:21]3[CH:26]=[CH:25][CH:24]=[C:23]([N:27]([CH3:29])[CH3:28])[CH:22]=3)=[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

5

Reactant 3

HCID 7914Diisopropyl EtherHCID 14390379HCID 14390379, compoundHCID 21912024Isopropanol hydrochloride

Product 1

HCID 23037411HCID 23037411, compound

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

A solution of 2-(4-chlorophenyl)-N-[3-(dimethylamino)phenyl]-3H-imidazo[4,5-b]pyridine-3-acetamide in hot isopropyl alcohol was acidified with hydrogen chloride/isopropyl alcohol. Isopropyl ether was added to the cloud point. Upon cooling to room temperature, solid formed which was collected by filtration, rinsed with isopropyl ether, and dried under high vacuum at 50° C. overnight to give 1.9 g of title compound, mp 166°-170° C. (shrinks), 183°-187° C. (melts).

Workup

  1. customsolid formed which
  2. filtrationwas collected by filtration
  3. washrinsed with isopropyl ether
  4. customdried under high vacuum at 50° C. overnight

Sources & evidence

ORD record
ord-1ee2757c19684646897a60823e71d6de
Source dataset
uspto-grants-1990_08
Patent number
US04948800

Reaction notes

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