Hydrochloric Acid → HCID 57597298, compound

HRID 1926014Notes

Reaction equation

HRID 1926014 reaction equation
[O:1]([C:8]1[CH:18]=[CH:17][C:16]([NH:19][C:20]2[C:21]3[NH:28][CH:27]=[CH:26][C:22]=3[N:23]=[CH:24][N:25]=2)=[CH:15][C:9]=1[C:10]([O:12]CC)=[O:11])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH-].[Na+].Cl>CO>[O:1]([C:8]1[CH:18]=[CH:17][C:16]([NH:19][C:20]2[C:21]3[NH:28][CH:27]=[CH:26][C:22]=3[N:23]=[CH:24][N:25]=2)=[CH:15][C:9]=1[C:10]([OH:12])=[O:11])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 57597231HCID 57597231, compound

Product 1

HCID 57597298HCID 57597298, compoundYield 92.3%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Conditions

Temperature
60 °C

Procedure

A mixture of ethyl 2-phenoxy-5-(5H-pyrrolo[3,2-d]pyrimidin-4-ylamino)benzoate (899 mg), 1N aqueous sodium hydroxide solution (5 mL) and methanol (15 mL) was stirred at 60° C. for 1.5 hrs. To the reaction mixture was added 1N hydrochloric acid (5 mL), and methanol was evaporated under reduced pressure. The precipitated crystals were collected by filtration, and washed with water and acetone to give the title compound (768 mg) as a pale-brown powder.

Workup

  1. customwas evaporated under reduced pressure
  2. filtrationThe precipitated crystals were collected by filtration
  3. washwashed with water and acetone

Sources & evidence

ORD record
ord-c722f605c7cc48bab1e74f99e72ae6b9
Source dataset
uspto-grants-2012_05
Patent number
US08178543B2

Reaction notes

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