Hydrochloric Acid → HCID 67074608, compound

HRID 2093740Notes

Reaction equation

HRID 2093740 reaction equation
[NH2:1][CH2:2][CH2:3][NH:4][CH2:5][CH2:6][NH:7][C:8]1[N:13]=[C:12]([O:14][CH2:15][C:16]([F:19])([F:18])[F:17])[N:11]=[C:10]([NH:20][C:21]2[CH:30]=[CH:29][C:24]([C:25]([O:27]C)=[O:26])=[CH:23][CH:22]=2)[N:9]=1.C(=O)([O-])[O-].[K+].[K+].Cl>CC(C)=O.O>[NH2:1][CH2:2][CH2:3][NH:4][CH2:5][CH2:6][NH:7][C:8]1[N:13]=[C:12]([O:14][CH2:15][C:16]([F:18])([F:19])[F:17])[N:11]=[C:10]([NH:20][C:21]2[CH:22]=[CH:23][C:24]([C:25]([OH:27])=[O:26])=[CH:29][CH:30]=2)[N:9]=1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 11430Potassium CarbonateHCID 67074151HCID 67074151, compound

Product 1

HCID 67074608HCID 67074608, compoundYield 41.4%

Reagents, catalysts & solvents 2

HCID 180AcetoneSolventHCID 962WaterSolvent

Procedure

To a suspension of methyl 4-(4-(2-(2-aminoethylamino)ethylamino)-6-(2,2,2-trifluoroethoxy)-1,3,5-triazin-2-ylamino)benzoate (0.1 g) in acetone (6 mL) was added potassium carbonate (0.080 g) in water (6.00 mL). The mixture was heated to reflux for 16 hours. After cooling to room temperature, the reaction solution was acidified with 1N HCl to pH=3. All solvents were removed under vacuum. The residue was purified by prep. HPLC to give 4-(4-(2-(2-aminoethylamino)ethylamino)-6-(2,2,2-trifluoroethoxy)-1,3,5-triazin-2-ylamino)benzoic acid (40 mg).

Workup

  1. temperatureThe mixture was heated
  2. temperatureto reflux for 16 hours
  3. customAll solvents were removed under vacuum
  4. customThe residue was purified by prep

Sources & evidence

ORD record
ord-7e52c57c559f425781a0be86cb69cc22
Source dataset
uspto-grants-2013_05
Patent number
US08445490B2

Reaction notes

Loading…