HCID 18374925, compound → HCID 9877992, compound

HRID 2300064Notes

Reaction equation

HRID 2300064 reaction equation
[CH3:1][N:2]1[C:7]2[N:8]=[C:9](S(C)(=O)=O)[N:10]=[CH:11][C:6]=2[CH:5]=[CH:4][C:3]1=[O:16]>C(N)CCC>[CH2:3]([NH:2][C:9]1[N:10]=[CH:11][C:6]2[CH:5]=[CH:4][C:3](=[O:16])[N:2]([CH3:1])[C:7]=2[N:8]=1)[CH2:4][CH2:5][CH3:6]

Participants

3

Reactant 1

HCID 18374925HCID 18374925, compound

Product 1

HCID 9877992HCID 9877992, compoundYield 159.8%

Reagents, catalysts & solvents 1

HCID 8007ButylamineSolvent

Procedure

A solution of 8-methyl-2-methanesulfonyl-8H-pyrido[2,3-d]pyrimidin-7-one (200 mg, 0.83 mmol) in 2 mL of n-butylamine was stirred at room temperature for 10 minutes. The reaction mixture was partitioned between ethyl acetate and water, and the organic layer was washed with saturated sodium bicarbonate and brine, dried over magnesium sulfate, and concentrated in vacuo. A 4:1 mixture of hexane:ethyl acetate was added to the residue and the resultant solid collected by filtration to give 154 mg (79%) of 2-butylamino-8-methyl-8H-pyrido[2,3-d]pyrimidin-7-one, mp 146-147° C.

Workup

  1. customThe reaction mixture was partitioned between ethyl acetate and water
  2. washthe organic layer was washed with saturated sodium bicarbonate and brine
  3. dry with materialdried over magnesium sulfate
  4. concentrationconcentrated in vacuo
  5. additionA 4:1 mixture of hexane
  6. additionethyl acetate was added to the residue
  7. filtrationthe resultant solid collected by filtration

Sources & evidence

ORD record
ord-1af32eed8c99406daa91afaab1806f40
Source dataset
uspto-grants-2002_12
Patent number
US06498163B1

Reaction notes

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