HCID 10364131, compound → HCID 10457220, compound

HRID 2216995Notes

Reaction equation

HRID 2216995 reaction equation
Cl[C:2]1[N:7]=[C:6]2[N:8]([C@H:22]([C:24]3[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=3)[CH3:23])[C:9](=[O:21])[N:10]([C:13]3[CH:18]=[CH:17][C:16]([O:19][CH3:20])=[CH:15][CH:14]=3)[CH:11]([CH3:12])[C:5]2=[CH:4][N:3]=1>NC1C=CC=CC=1.C1(C)C=CC=CC=1>[CH3:20][O:19][C:16]1[CH:15]=[CH:14][C:13]([N:10]2[CH:11]([CH3:12])[C:5]3[C:6](=[N:7][C:2]([NH:10][C:13]4[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=4)=[N:3][CH:4]=3)[N:8]([C@H:22]([C:24]3[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=3)[CH3:23])[C:9]2=[O:21])=[CH:18][CH:17]=1

Participants

4

Reactant 1

HCID 10364131HCID 10364131, compound

Product 1

HCID 10457220HCID 10457220, compound

Reagents, catalysts & solvents 2

HCID 1140TolueneSolventHCID 6115AnilineSolvent

Conditions

Temperature
100 °C

Procedure

A suspension of crude 7-chloro-3-(4-methoxy-phenyl)-4-methyl-1-[1-(S)-phenyl-ethyl)-3,4-dihydro-1H-pyrimido[4,5-d]pyrimidin-2-one (308 mg, from 0.56 mmol) (from Example 17 supra) in aniline (0.195 mL) (Aldrich) was stirred at 100° C. for 3 hours. Reaction mixture was then cooled to room temperature, diluted with toluene (3 mL) and purified by column chromatography (silica gel) eluting with hexanes-ethyl acetate (1:1) to give 3-(4-methoxy-phenyl)-4-methyl-7-phenylamino-1-[1-(S)-phenyl-ethyl]-3,4-dihydro-1H-pyrimido[4,5-d]pyrimidin-2-one. (Yield 140 mg, 53.7%).

Workup

  1. customReaction mixture
  2. temperaturewas then cooled to room temperature
  3. custompurified by column chromatography (silica gel)
  4. washeluting with hexanes-ethyl acetate (1:1)

Sources & evidence

ORD record
ord-fef454b746dd4ff2a21a1ecf556f83cd
Source dataset
uspto-grants-2006_09
Patent number
US07112676B2

Reaction notes

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