HCID 22125087, compound → HCID 22125150, compound

HRID 1858287Notes

Reaction equation

HRID 1858287 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[N:8]1[CH2:17][C:16]2[C:11](=[N:12][C:13]([S:18][CH3:19])=[N:14][CH:15]=2)[N:10]([C:20]2[CH:25]=[CH:24][C:23]([CH2:26][O:27]C3CCCCO3)=[CH:22][CH:21]=2)[C:9]1=[O:34]>Cl.C(OCC)(=O)C>[Br:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[N:8]1[CH2:17][C:16]2[C:11](=[N:12][C:13]([S:18][CH3:19])=[N:14][CH:15]=2)[N:10]([C:20]2[CH:21]=[CH:22][C:23]([CH2:26][OH:27])=[CH:24][CH:25]=2)[C:9]1=[O:34]

Participants

4

Reactant 1

HCID 22125087HCID 22125087, compound

Product 1

HCID 22125150HCID 22125150, compoundYield 85%

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 8857Ethyl AcetateSolvent2×

Procedure

A solution of 0.945 mg (1.75 mmol) of 3-(2-bromophenyl)-3,4-dihydro-1-[4-(tetrahydropyran-2-yloxymethyl)phenyl]-7-methylthio-pyrimido[4,5-d]pyrimidin-2(1H)-one in 10 ml of saturated hydrogen chloride in ethyl acetate was stirred at room temperature for 2 hours. The reaction was diluted with ethyl acetate (10 ml) then washed with water (10 ml) and saturated aqueous sodium bicarbonate (20 ml), dried over magnesium sulfate, filtered and evaporated to give 0.68 g (85%) of 3-(2-bromophenyl)-3,4-dihydro-1-[4-(hydroxymethyl)phenyl]-7-methylthio-pyrimido[4,5-d]pyrimidin-2(1H)-one as a yellow gum. [Mass spectrum (ESI) MH+ =457].

Workup

  1. washthen washed with water (10 ml) and saturated aqueous sodium bicarbonate (20 ml)
  2. dry with materialdried over magnesium sulfate
  3. filtrationfiltered
  4. customevaporated

Sources & evidence

ORD record
ord-c4fe70f3d85a44b7b8c657953aac0624
Source dataset
uspto-grants-2000_11
Patent number
US06150373

Reaction notes

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