Methylamine → HCID 18507265, compound

HRID 1355726Notes

Reaction equation

HRID 1355726 reaction equation
[NH2:1][C:2]1[N:7]=[C:6]([C:8]2[O:9][CH:10]=[CH:11][CH:12]=2)[C:5]([C:13]#[N:14])=[C:4](SC)[N:3]=1.[CH3:17][NH2:18]>C(O)C>[NH2:1][C:2]1[N:7]=[C:6]([C:8]2[O:9][CH:10]=[CH:11][CH:12]=2)[C:5]([C:13]#[N:14])=[C:4]([NH:18][CH3:17])[N:3]=1

Participants

4

Reactant 2

HCID 6329MethylamineHCID 12451273HCID 12451273, compound

Product 1

HCID 18507265HCID 18507265, compoundYield 75%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A stirred solution of 200 mg (0.87 mmol) 2-amino-4-(2-furyl)-6-(methylthio)-5-pyrimidinecarbonitrile and 5.0 ml (129 mmol) methylamine in 15 ml ethanol in a pressure tube was heated at 100° C. for 16 h. The reaction mixture was then concentrated in vacuo and the resulting crystals washed with ether and ether/ethanol to afford 130 mg (75%) 2-amino-4-furan-2-yl-6-methylamino-pyrimidine-5-carbonitrile as a white crystalline solid. EI-MS m/e (%): 215 (M+, 100), 214 ([M—H]+, 76), 186 (40).

Workup

  1. concentrationThe reaction mixture was then concentrated in vacuo
  2. washthe resulting crystals washed with ether and ether/ethanol

Sources & evidence

ORD record
ord-2e78bc8d5bd74aeba95b323fb00972f1
Source dataset
uspto-grants-2003_07
Patent number
US06586441B2

Reaction notes

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