Dimethylamine → HCID 69732926, compound

HRID 2416421Notes

Reaction equation

HRID 2416421 reaction equation
[C:1]([O:4][C@H:5]([CH3:32])[CH2:6][CH2:7][CH2:8][CH2:9][N:10]1[C:15](=[O:16])[C:14]2[C:17](OS(C(F)(F)F)(=O)=O)=[CH:18][C:19]([CH3:21])=[N:20][C:13]=2[N:12]([CH3:30])[C:11]1=[O:31])(=[O:3])[CH3:2].[CH3:33][NH:34][CH3:35]>O1CCCC1>[C:1]([O:4][C@H:5]([CH3:32])[CH2:6][CH2:7][CH2:8][CH2:9][N:10]1[C:15](=[O:16])[C:14]2[C:17]([N:34]([CH3:35])[CH3:33])=[CH:18][C:19]([CH3:21])=[N:20][C:13]=2[N:12]([CH3:30])[C:11]1=[O:31])(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 674DimethylamineHCID 86590998HCID 86590998, compound

Product 1

HCID 69732926HCID 69732926, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
0 °C

Procedure

A pressure tube was charged with (R)-3-(5-acetoxyhexyl)-1,7-dimethyl-5-trifluoromethanesulfonyloxypyrido[2,3-d]pyrimidine-2,4(1H,3H)-dione (100 mg, 0.208 mmol) and tetrahydrofuran (1 ml). After cooling to 0° C., dimethylamine gas was introduced until approximately 1 ml had collected. The tube was sealed and heated at 55° C. for 18 hours. After cooling to room temperature, the tube was carefully vented and the dimethylamine was evaporated to provide crude (R)-3-(5-acetoxyhexyl)-1,7-dimethyl-5-(N,N-dimethylamino)pyrido[2,3-d]pyrimidine-2,4(1H,3H)-dione.

Workup

  1. customhad collected
  2. customThe tube was sealed
  3. temperatureheated at 55° C. for 18 hours
  4. temperatureAfter cooling to room temperature
  5. customthe dimethylamine was evaporated

Sources & evidence

ORD record
ord-c4a1a459bd84466faac02bdaecfd3330
Source dataset
uspto-grants-2004_11
Patent number
US06825180B2

Reaction notes

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