N-Iodosuccinimide → 4-Amino-6-iodopyrido[2,3-d]pyrimidin-5(8H)-one

HRID 1499968Notes

Reaction equation

HRID 1499968 reaction equation
[NH2:1][C:2]1[C:3]2[C:11](=[O:12])[CH:10]=[CH:9][NH:8][C:4]=2[N:5]=[CH:6][N:7]=1.[I:13]N1C(=O)CCC1=O>CN(C=O)C>[NH2:1][C:2]1[C:3]2[C:11](=[O:12])[C:10]([I:13])=[CH:9][NH:8][C:4]=2[N:5]=[CH:6][N:7]=1

Participants

4

Reactant 2

HCID 120273N-IodosuccinimideHCID 57067884-aminopyrido[2,3-d]pyrimidin-5(8H)-one

Product 1

HCID 712791274-Amino-6-iodopyrido[2,3-d]pyrimidin-5(8H)-oneYield 95%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a suspension of 4-aminopyrido[2,3-d]pyrimidin-5(8H)-one (from VWR, 0.48 g, 3.0 mmol) in DMF (8 mL) was added N-iodosuccinimide (0.80 g, 3.6 mmol). The resulting mixture was stirred at ambient temperature overnight. The reaction mixture was filtered and washed with ethyl acetate to give the desired product as yellow solid (0.81 g, 95%). LCMS calculated for C7H6IN4O (M+H)+: m/z=289.0; Found: 289.0.

Workup

  1. filtrationThe reaction mixture was filtered
  2. washwashed with ethyl acetate

Sources & evidence

ORD record
ord-624fdf88271b4ae090effb05ddd5f4ea
Source dataset
uspto-grants-2015_12
Patent number
US09199982B2

Reaction notes

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