Isopropylamine → HCID 9813221, compound

HRID 2300066Notes

Reaction equation

HRID 2300066 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].[CH:17]([NH2:20])([CH3:19])[CH3:18]>>[CH:17]([NH:20][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)([CH3:19])[CH3:18]

Participants

3

Reactant 2

HCID 6363IsopropylamineHCID 18374925HCID 18374925, compound

Product 1

HCID 9813221HCID 9813221, compoundYield 95%

Procedure

A mixture of 8-methyl-2-methanesulfonyl-8H-pyrido[2,3-d]pyrimidin-7-one (194 mg, 0.81 mmol) and 2 mL of isopropylamine was stirred at room temperature for 15 minutes. Excess amine was removed in vacuo, and the residue was partitioned between ethyl acetate and water. The organic phase was washed with saturated sodium bicarbonate, followed by brine, dried over magnesium sulfate, and concentrated to give 168 mg (95%) of 2-isopropylamino-8-methyl-8H-pyrido[2,3-d]pyrimidin-7-one, mp 148-149° C.

Workup

  1. customExcess amine was removed in vacuo
  2. customthe residue was partitioned between ethyl acetate and water
  3. washThe organic phase was washed with saturated sodium bicarbonate
  4. dry with materialdried over magnesium sulfate
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-09944b57dc824e5493556913dc3ab577
Source dataset
uspto-grants-2002_12
Patent number
US06498163B1

Reaction notes

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