HCID 21939346, compound → HCID 11281060, compound

HRID 1243231Notes

Reaction equation

HRID 1243231 reaction equation
Cl[C:2]1[N:7]=[C:6]2[N:8]([CH2:21][CH:22]3[CH2:24][CH2:23]3)[C:9](=[O:20])[N:10]([C:12]3[CH:17]=[CH:16][C:15]([O:18][CH3:19])=[CH:14][CH:13]=3)[CH2:11][C:5]2=[CH:4][N:3]=1>NC1C=CC=CC=1>[CH:22]1([CH2:21][N:8]2[C:6]3=[N:7][C:2]([NH:10][C:12]4[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=4)=[N:3][CH:4]=[C:5]3[CH2:11][N:10]([C:12]3[CH:17]=[CH:16][C:15]([O:18][CH3:19])=[CH:14][CH:13]=3)[C:9]2=[O:20])[CH2:24][CH2:23]1

Participants

3

Reactant 1

HCID 21939346HCID 21939346, compound

Product 1

HCID 11281060HCID 11281060, compound

Reagents, catalysts & solvents 1

HCID 6115AnilineSolvent

Conditions

Temperature
120 °C

Procedure

The mixture of 7-chloro-1-cyclopropylmethyl-3-(4-methoxy-phenyl)-3,4-dihydro-1H-pyrimido[4,5-d]pyrimidine-2-one (129 mg, 0.37 mmol) in aniline (1.0 mL) (Aldrich) was heated to 120° C. for 5.5 hours. After cooling, the reaction mixture was washed with hexanes (4×100 mL) and the crude product was purified by preparative thin layer chromatography to give 1-cyclopropylmethyl-3-(4-methoxy-phenyl)-7-phenylamino-3,4-dihydro-1H-pyrimido[4,5-d]pyrimidine-2-one as an off-white solid. (Yield 20.6 mg, 13.7%).

Workup

  1. temperatureAfter cooling
  2. washthe reaction mixture was washed with hexanes (4×100 mL)
  3. customthe crude product was purified by preparative thin layer chromatography

Sources & evidence

ORD record
ord-e72bef1e52b84e07901984a4f6897a15
Source dataset
uspto-grants-2006_10
Patent number
US07115740B2

Reaction notes

Loading…