Dimethylamine → HCID 15717943, compound

HRID 2056252Notes

Reaction equation

HRID 2056252 reaction equation
Cl[C:2]1[N:10]=[C:9]([C:11]([F:14])([F:13])[F:12])[N:8]=[C:7]2[C:3]=1[NH:4][CH:5]=[N:6]2.[CH3:15][NH:16][CH3:17].C(N(CC)CC)C.CN(C)C=O>O1CCCC1>[CH3:15][N:16]([CH3:17])[C:2]1[N:10]=[C:9]([C:11]([F:14])([F:13])[F:12])[N:8]=[C:7]2[C:3]=1[NH:4][CH:5]=[N:6]2

Participants

6

Reactant 4

HCID 674DimethylamineHCID 6228DimethylformamideHCID 8471TriethylamineHCID 60539116-chloro-2-(trifluoromethyl)-7H-purine

Product 1

HCID 15717943HCID 15717943, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
85 °C

Procedure

A mixture of 6-chloro-2-trifluoromethylpurine (45 mg, 0.20 mmol), dimethylamine (0.2 mL of a 2.0 M solution in tetrahydrofuran), triethylamine (60 mg, 0.6 mmol) and N,N-dimethylformamide (2 mL) was stirred at 85° C. for 12 hours. The solvent was removed under vacuum and the residue was dissolved in 25 mL of ethyl acetate, washed with 5% aqueous sodium bicarbonate (25 mL) and water (25 mL). The organic layer was concentrated and dried under vacuum to give crude 6-dimethylamino-2-trifluoromethylpurine (51 mg), which was used as such for the next reaction.

Workup

  1. customThe solvent was removed under vacuum
  2. dissolutionthe residue was dissolved in 25 mL of ethyl acetate
  3. washwashed with 5% aqueous sodium bicarbonate (25 mL) and water (25 mL)
  4. concentrationThe organic layer was concentrated
  5. customdried under vacuum

Sources & evidence

ORD record
ord-bab9b480475c4a0b8ce3a141e4f801db
Source dataset
uspto-grants-2008_02
Patent number
US07335654B2

Reaction notes

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