HCID 21939346, compound → HCID 11281029, compound

HRID 1243198Notes

Reaction equation

HRID 1243198 reaction equation
Cl[C:2]1[N:7]=[C:6]2[N:8]([CH2:21]C3CC3)[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>[CH3:19][O:18][C:15]1[CH:16]=[CH:17][C:12]([N:10]2[CH2:11][C:5]3[C:6](=[N:7][C:2]([NH:10][C:12]4[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=4)=[N:3][CH:4]=3)[N:8]([CH2:21][CH2:5][C:4]#[N:3])[C:9]2=[O:20])=[CH:13][CH:14]=1

Participants

3

Reactant 1

HCID 21939346HCID 21939346, compound

Product 1

HCID 11281029HCID 11281029, compound

Reagents, catalysts & solvents 1

HCID 6115AnilineSolvent

Conditions

Temperature
120 °C

Procedure

A mixture of 7-chloro-1-cyclopropylmethyl-3-(4-methoxy-phenyl)-3,4-dihydro-1H-pyrimido[4,5-d]pyrimidine-2-one (104 mg, 0.30 mmol) in aniline (2.0 mL) (Aldrich) was heated to 120° C. for 1.5 hours. After cooling, the reaction mixture was washed with hexanes (4×100 mL) and the crude product was purified by recrystallization from methanol-ethyl acetate to give 3-[-3-(4-methoxy-phenyl)-2-oxo-7-phenylamino-3,4-dihydro-1H-pyrimido[4,5-d]pyrimidin-1-yl]-propionitrile as a white solid. (Yield 111 mg, 91.7%).

Workup

  1. temperatureAfter cooling
  2. washthe reaction mixture was washed with hexanes (4×100 mL)
  3. customthe crude product was purified by recrystallization from methanol-ethyl acetate

Sources & evidence

ORD record
ord-e79e18c63f994b59bce181d7b0da676d
Source dataset
uspto-grants-2006_10
Patent number
US07115740B2

Reaction notes

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