Methylamine → HCID 67821056, compound

HRID 1464312Notes

Reaction equation

HRID 1464312 reaction equation
Cl[CH2:2][C:3]1[C:8]([C:9]([O:11]CC)=O)=[CH:7][N:6]=[C:5]([S:14][CH3:15])[N:4]=1.[CH3:16][NH2:17]>CO>[CH3:15][S:14][C:5]1[N:6]=[CH:7][C:8]2[C:9](=[O:11])[N:17]([CH3:16])[CH2:2][C:3]=2[N:4]=1

Participants

4

Reactant 2

HCID 6329MethylamineHCID 19087635HCID 19087635, compound

Product 1

HCID 67821056HCID 67821056, compoundYield 18%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

79 g (320 mmoles) of 4-chloromethyl-5-ethoxycarbonyl-2-methylthiopyrimidine was dissolved in 300 ml of methanol, and 50 g (640 mmoles) of a 40% methanol solution of methylamine was added dropwise over 15 minutes, and the mixture was stirred for 15 hours. The product was separated by filtration and dried to give 11 g (yield 18%) of 2-methylthio-6-methyl-5-oxo-5,6-dihydro(7H) pyrrolo[3,4-d]pyrimidine. The resulting product (1.5 g; 7.7 mmoles) and 3.4 g (38.5 mmoles) of morpholine were dissolved in 20 ml of n-amyl alcohol, and the solution was heated under reflux for 7 hours. The reaction mixture was cooled, and the precipitated crystals were separated by filtration to give 0.75 g (yield 42%) of the desired compounds.

Workup

  1. customThe product was separated by filtration
  2. customdried

Sources & evidence

ORD record
ord-213029a5090b4004a36bd133c05c857d
Source dataset
uspto-grants-1994_04
Patent number
US05304555

Reaction notes

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