Methylamine → HCID 59258982, compound

HRID 2389972Notes

Reaction equation

HRID 2389972 reaction equation
[CH3:1][O:2][C:3]1[N:8]=[CH:7][C:6]([C:9]2[C:22](=[O:23])[NH:21][C:12]3[N:13]=[C:14](S(C)=O)[N:15]=[C:16]([CH3:17])[C:11]=3[CH:10]=2)=[CH:5][CH:4]=1.[CH3:24][NH2:25]>O1CCOCC1>[CH3:1][O:2][C:3]1[N:8]=[CH:7][C:6]([C:9]2[C:22](=[O:23])[NH:21][C:12]3[N:13]=[C:14]([NH:25][CH3:24])[N:15]=[C:16]([CH3:17])[C:11]=3[CH:10]=2)=[CH:5][CH:4]=1

Participants

4

Reactant 2

HCID 6329MethylamineHCID 59259022HCID 59259022, compound

Product 1

HCID 59258982HCID 59258982, compoundYield 61%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
110 °C

Procedure

To a solution of 6-(6-methoxypyridin-3-yl)-4-methyl-2-(methylsulfinyl)pyrido[2,3-d]pyrimidin-7(8H)-one (147 mg, 0.445 mmol) in 1,4-dioxane (2.5 mL) was added methylamine (1.1 mL, 2.0 M in THF, 2.2 mmol). The mixture was sealed and heated at 110° C. microwave for 10 min. The mixture was concentrated under reduced pressure to give a solid. The crude solid was washed with water and EtOAc, recrystallized from DMSO/EtOAc to give the title compound (80 mg, 61%).

Workup

  1. customThe mixture was sealed
  2. concentrationThe mixture was concentrated under reduced pressure
  3. customto give a solid
  4. washThe crude solid was washed with water and EtOAc
  5. customrecrystallized from DMSO/EtOAc

Sources & evidence

ORD record
ord-c3cbbe38e780435395603d053180624c
Source dataset
uspto-grants-2012_09
Patent number
US08273755B2

Reaction notes

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