Ethyl isocyanate → HCID 131727428, compound

HRID 2112754Notes

Reaction equation

HRID 2112754 reaction equation
Cl.[Cl:2][C:3]1[N:4]=[C:5]([Cl:13])[C:6]2[CH2:12][NH:11][CH2:10][CH2:9][C:7]=2[N:8]=1.C(N(CC)CC)C.[CH2:21]([N:23]=[C:24]=[O:25])[CH3:22]>C(OCC)(=O)C.O>[Cl:2][C:3]1[N:4]=[C:5]([Cl:13])[C:6]2[CH2:12][N:11]([C:24]([NH:23][CH2:21][CH3:22])=[O:25])[CH2:10][CH2:9][C:7]=2[N:8]=1

Participants

6

Reactant 3

HCID 8022Ethyl isocyanateHCID 8471TriethylamineHCID 457899652,4-Dichloro-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidine--hydrogen chloride (1/1)

Product 1

HCID 131727428HCID 131727428, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8857Ethyl AcetateSolvent

Procedure

2,4-Dichloro-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidine hydrochloride (2.0 g, 8.3 mmol) prepared according to Reference Example 1 was dissolved in ethyl acetate (20 mL), and the solution was mixed with triethylamine (1.4 mL) and ethyl isocyanate (0.89 mL), followed by stirring at room temperature for twelve hours. After checking the completion of the reaction by thin layer chromatography, the reaction mixture was diluted with water and was extracted with ethyl acetate. The organic layer was washed with brine, was dried over anhydrous magnesium sulfate, and the solvent was distilled off under reduced pressure, to thereby yield 2,4-dichloro-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidin-6-yl-N-ethylcarboxamide (2.3 g, in a quantitative yield).

Workup

  1. customthe completion of the reaction by thin layer chromatography
  2. extractionwas extracted with ethyl acetate
  3. washThe organic layer was washed with brine
  4. dry with materialwas dried over anhydrous magnesium sulfate
  5. distillationthe solvent was distilled off under reduced pressure

Sources & evidence

ORD record
ord-f61265e66a5d4767b1b5e98703e48ea9
Source dataset
uspto-grants-2009_04
Patent number
US07524852B2

Reaction notes

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