Hydrochloric Acid → HCID 178511133, compound

HRID 1792529Notes

Reaction equation

HRID 1792529 reaction equation
[NH2:1][CH2:2][CH2:3][CH2:4][NH:5][C:6](=[O:53])[C:7]1[CH:12]=[CH:11][C:10]([C:13]2[N:17]3[CH:18]=[C:19]([C:22]4[C:23]([C:46]5[CH:51]=[CH:50][C:49]([F:52])=[CH:48][CH:47]=5)=[N:24][N:25](C(C5C=CC=CC=5)(C5C=CC=CC=5)C5C=CC=CC=5)[CH:26]=4)[CH:20]=[CH:21][C:16]3=[N:15][CH:14]=2)=[CH:9][CH:8]=1.O1CCCC1.Cl>CO>[NH2:1][CH2:2][CH2:3][CH2:4][NH:5][C:6](=[O:53])[C:7]1[CH:8]=[CH:9][C:10]([C:13]2[N:17]3[CH:18]=[C:19]([C:22]4[C:23]([C:46]5[CH:47]=[CH:48][C:49]([F:52])=[CH:50][CH:51]=5)=[N:24][NH:25][CH:26]=4)[CH:20]=[CH:21][C:16]3=[N:15][CH:14]=2)=[CH:11][CH:12]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 8028TetrahydrofuranHCID 23537741HCID 23537741, compound

Product 1

HCID 178511133HCID 178511133, compoundYield 46%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 50 mg N1-(3-aminopropyl)-4-{6-[3-(4-fluorophenyl)-1-trityl-1H-4-pyrazolyl]imidazo[1,2-a]pyridin-3-yl}benzamide obtained in Example 43 in a solvent mixture of 1.5 mL tetrahydrofuran, 1.5 mL methanol and 1.5 mL of 5 N hydrochloric acid was left at room temperature for 1 hour. The mixture was washed with ethyl acetate, and the aqueous layer was basified with 5N aqueous sodium hydroxide. Water was added thereto, and the formed solid was collected and recrystallized from ethanol/diethyl ether to give 15 mg of the title compound as colorless crystals.

Workup

  1. washThe mixture was washed with ethyl acetate
  2. additionWater was added
  3. customthe formed solid was collected
  4. customrecrystallized from ethanol/diethyl ether

Sources & evidence

ORD record
ord-5dad66efd2fb425cb879754685a99574
Source dataset
uspto-grants-2006_07
Patent number
US07074801B1

Reaction notes

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