Hydrochloric Acid → HCID 178439916, compound

HRID 1586834Notes

Reaction equation

HRID 1586834 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([C:27]2[NH:31][N:30]=[N:29][N:28]=2)[N:5]([C:7]2[CH:26]=[CH:25][C:10]([CH2:11][N:12]3[C:16]4=[N:17][CH:18]=[CH:19][C:20]([CH3:21])=[C:15]4[N:14]=[C:13]3[CH2:22][CH2:23][CH3:24])=[CH:9][CH:8]=2)[CH:6]=1.Cl>C(O)C>[ClH:1].[Cl:1][C:2]1[CH:3]=[C:4]([C:27]2[NH:31][N:30]=[N:29][N:28]=2)[N:5]([C:7]2[CH:26]=[CH:25][C:10]([CH2:11][N:12]3[C:16]4=[N:17][CH:18]=[CH:19][C:20]([CH3:21])=[C:15]4[N:14]=[C:13]3[CH2:22][CH2:23][CH3:24])=[CH:9][CH:8]=2)[CH:6]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 178439915HCID 178439915, compound

Product 1

HCID 178439916HCID 178439916, compoundYield 137.5%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

To a suspension of 3-[4-[4-chloro-2-(1H-tetrazol-5-yl)-1-pyrrolyl]benzyl]-7-methyl-2-propyl-3H-imidazo[4,5-b]pyridine (10.33 g) in ethanol (100 ml) was added concentrated hydrochloric acid (10 ml) and ethanol (200 ml). The mixture was heated to 40°-50° C. in a water bath. The resulting solution was concentrated to half volume under reduced pressure. The precipitates were collected by filtration, washed with ethanol (50 ml) and dried over phosphorus pentoxide to yield 3-[4-[4-chloro-2-(1H-tetrazol-5-yl)-1-pyrrolyl]benzyl]-7-methyl-2-propyl-3H-imidazo[4,5-b]pyridine hydrochloride (7.70 g) as a cream powder.

Workup

  1. temperatureThe mixture was heated to 40°-50° C. in a water bath
  2. concentrationThe resulting solution was concentrated to half volume under reduced pressure
  3. filtrationThe precipitates were collected by filtration
  4. washwashed with ethanol (50 ml)
  5. dry with materialdried over phosphorus pentoxide

Sources & evidence

ORD record
ord-9bf3e6b653124bbf910322d868b8a8ea
Source dataset
uspto-grants-1993_06
Patent number
US05215994

Reaction notes

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