Hydrochloric Acid → HCID 58289917, compound

HRID 2088749Notes

Reaction equation

HRID 2088749 reaction equation
N12CCCN=C1CCCC[CH2:2]2.CI.[Cl:14][C:15]1[CH:20]=[CH:19][CH:18]=[C:17]([Cl:21])[C:16]=1[N:22]1[C:31](=[O:32])[C:30]2[C:25](=[N:26][C:27]([S:33][CH3:34])=[N:28][CH:29]=2)[NH:24][C:23]1=[O:35].Cl>C(OCC)(=O)C.CN(C)C=O>[Cl:14][C:15]1[CH:20]=[CH:19][CH:18]=[C:17]([Cl:21])[C:16]=1[N:22]1[C:31](=[O:32])[C:30]2[C:25](=[N:26][C:27]([S:33][CH3:34])=[N:28][CH:29]=2)[N:24]([CH3:2])[C:23]1=[O:35]

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 6328Methyl iodideHCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 58289879HCID 58289879, compound

Product 1

HCID 58289917HCID 58289917, compound

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 8857Ethyl AcetateSolvent

Procedure

211 μL of 1,8-diazabicyclo[5,4,0]undec-7-ene and 105 μL of methyl iodide were added to an N,N-dimethylformamide (5 mL) solution of 500 mg of 3-(2,6-dichlorophenyl)-7-(methylthio)pyrimido[4,5-d]pyrimidin-2,4(1H,3H)-dione obtained in Production Example 52, and stirred at room temperature for 1 hour. The reaction solution was added to ethyl acetate and aqueous 0.5 N hydrochloric acid solution with stirring, and the organic layer was separated. This was washed with saturated saline water, dried with anhydrous sodium sulfate, and the solvent was evaporated away. The crude product was solidified with methanol to obtain 420 mg of the entitled compound as a yellow solid.

Workup

  1. customobtained in Production Example 52
  2. stirringwith stirring
  3. customthe organic layer was separated
  4. washThis was washed with saturated saline water
  5. dry with materialdried with anhydrous sodium sulfate
  6. customthe solvent was evaporated away

Sources & evidence

ORD record
ord-edb957f0a76842d4b3ed9a7d26694c77
Source dataset
uspto-grants-2013_05
Patent number
US08436004B2

Reaction notes

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