Triethylamine → (S)-6-(2-Hydroxypropyl)-1,3-dimethyl-5-phenyl-1H-pyrrolo[3,4-d]pyrimidine-2,4(3H,6H)-dione

HRID 624569Notes

Reaction equation

HRID 624569 reaction equation
NCCN1[C:12]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)=[C:11]2[C:6]([N:7]([CH3:22])[C:8](=[O:21])[N:9]([CH3:20])[C:10]2=[O:19])=[CH:5]1.C(N(CC)CC)C.[NH2:30][CH2:31][C@@H:32]([OH:34])[CH3:33]>C(O)C>[OH:34][C@@H:32]([CH3:33])[CH2:31][N:30]1[C:12]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)=[C:11]2[C:6]([N:7]([CH3:22])[C:8](=[O:21])[N:9]([CH3:20])[C:10]2=[O:19])=[CH:5]1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 7311736(S)-(+)-1-Aminopropan-2-olHCID 867228796-(2-Amino-ethyl)-1,3-dimethyl-5-phenyl-1,6-dihydro-pyrrolo[3,4-d]pyrimidine-2,4-dione2×

Product 1

HCID 86722895(S)-6-(2-Hydroxypropyl)-1,3-dimethyl-5-phenyl-1H-pyrrolo[3,4-d]pyrimidine-2,4(3H,6H)-dione

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 5-benzoyl-6-(bromomethyl)-1,3-dimethylpyrimidine-2,4(1H,3H)-dione (Intermediate A, Step 3) (200 mg 0.59 mmol), triethylamine (82 μl, 0.59 mmol) and (S)-1-aminopropan-2-ol (44.6 mg 0.59 mmol) in ethanol (2 ml) was heated under microwave radiation for 1 hour. The reaction mixture was filtered and the residue rinsed with ethanol to afford the title compound.

Workup

  1. temperaturewas heated under microwave radiation for 1 hour
  2. filtrationThe reaction mixture was filtered
  3. washthe residue rinsed with ethanol

Sources & evidence

ORD record
ord-db00a71f14b44b6ea1aeb2c5c7a34283
Source dataset
uspto-grants-2016_04
Patent number
US09303035B2

Reaction notes

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