Hydrochloric Acid → HCID 68424217, compound

HRID 1957988Notes

Reaction equation

HRID 1957988 reaction equation
Cl[C:2]1[N:11]=[CH:10][C:9]2[N:8]([CH3:12])[C:7](=[O:13])[CH2:6][N:5]([CH:14]([CH3:16])[CH3:15])[C:4]=2[N:3]=1.[NH2:17][C:18]1[CH:19]=[C:20]([CH:24]=[C:25]([C:27]([F:30])([F:29])[F:28])[CH:26]=1)[C:21]([OH:23])=[O:22].Cl>O.O1CCOCC1>[CH:14]([N:5]1[C:4]2[N:3]=[C:2]([NH:17][C:18]3[CH:19]=[C:20]([CH:24]=[C:25]([C:27]([F:28])([F:29])[F:30])[CH:26]=3)[C:21]([OH:23])=[O:22])[N:11]=[CH:10][C:9]=2[N:8]([CH3:12])[C:7](=[O:13])[CH2:6]1)([CH3:16])[CH3:15]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 6095563-Amino-5-(trifluoromethyl)benzoic acidHCID 584059002-chloro-8-isopropyl-5-methyl-7,8-dihydro-5H-pteridin-6-one

Product 1

HCID 68424217HCID 68424217, compoundYield 80%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 312751,4-DioxaneSolvent

Procedure

2-Chloro-8-isopropyl-5-methyl-7,8-dihydro-5H-pteridin-6-one (3.5 g; 14.54 mmol) and 3-amino-5-(trifluoromethyl)-benzoic acid (2.98 g; 14.54 mmol) were diluted in 15 ml of water and 15 ml of 1,4-dioxane, 2 ml of HCl 37% were added. The reaction mixture was refluxed 24 h, then cooled to room temperature. The desired product precipitated from the reaction mixture, it was filtered, washed with water and dried in vacuo. 4.77 g (0.012 mol; 80% yield) were obtained as white powder.

Workup

  1. temperatureThe reaction mixture was refluxed 24 h
  2. customThe desired product precipitated from the reaction mixture, it
  3. filtrationwas filtered
  4. washwashed with water
  5. customdried in vacuo
  6. custom4.77 g (0.012 mol; 80% yield) were obtained as white powder

Sources & evidence

ORD record
ord-51618a9fc33645c299ec93f0eb3f56a1
Source dataset
uspto-grants-2013_04
Patent number
US08410100B2

Reaction notes

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