Dimethylformamide → HCID 11702516, compound

HRID 2222078Notes

Reaction equation

HRID 2222078 reaction equation
[F:1][C:2]([F:22])([F:21])[C:3]1[N:11]=[C:10]([NH:12][CH2:13][CH2:14][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[N:9]=[C:8]2[C:4]=1[NH:5][CH:6]=[N:7]2.[CH3:23]N(C=O)C>>[F:22][C:2]([F:1])([F:21])[C:3]1[N:11]=[C:10]([NH:12][CH2:13][CH2:14][C:15]2[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=2)[N:9]=[C:8]2[C:4]=1[N:5]=[CH:6][N:7]2[CH3:23]

Participants

3

Reactant 2

HCID 6228DimethylformamideHCID 115223956-Trifluoromethyl-2-phenethylaminopurine2×

Product 1

HCID 11702516HCID 11702516, compoundYield 80.3%

Procedure

To a solution of 6-Trifluoromethyl-2-phenethylaminopurine (compound 9, 0.600 g, 1.95 mmol) in DMF (14 ml) K2CO3 (0.351 g, 2.54 mmol) and Mel (0.158 ml, 2.54 mmol) were added. The mixture was stirred at room temperature and after 0.5 h the reaction was complete (HPLC: Rt,product=4.1). Crystallization occurred after the slow addition of water (17 ml). After stirring for 0.5 h the mixture was filtrated and the residue was washed with four 10-ml portions of water. The filtrate was again filtrated after 1 h and the residue was washed with three 5-ml portions of water. The residue was dried in vacuo at 60° C. obtaining the product as a white solid (503 mg, 80%).

Workup

  1. customCrystallization
  2. additionafter the slow addition of water (17 ml)
  3. stirringAfter stirring for 0.5 h the mixture
  4. filtrationwas filtrated
  5. washthe residue was washed with four 10-ml portions of water
  6. filtrationThe filtrate was again filtrated after 1 h
  7. washthe residue was washed with three 5-ml portions of water
  8. customThe residue was dried in vacuo at 60° C.

Sources & evidence

ORD record
ord-bd86f82e47ab4d5c915f7e3242fc0683
Source dataset
uspto-grants-2008_05
Patent number
US07371737B2

Reaction notes

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