Triethylamine → HCID 178490985, compound

HRID 1432376Notes

Reaction equation

HRID 1432376 reaction equation
[Cl:1][C:2]1[N:10]=[C:9]2[C:5]([N:6]=[CH:7][NH:8]2)=[C:4](Cl)[N:3]=1.[CH2:12]([NH2:23])[C:13]1[CH:22]=[CH:21][C:18]([O:19][CH3:20])=[C:15]([O:16][CH3:17])[CH:14]=1.CCN(CC)CC>>[Cl:1][C:2]1[N:10]=[C:9]2[C:5]([N:6]=[CH:7][NH:8]2)=[C:4]([NH:23][CH2:12][C:13]2[CH:22]=[CH:21][C:18]([O:19][CH3:20])=[C:15]([O:16][CH3:17])[CH:14]=2)[N:3]=1

Participants

4

Reactant 3

HCID 8471TriethylamineHCID 79832VeratrylamineHCID 1784188752,6-dichloro-1H-purine

Product 1

HCID 178490985HCID 178490985, compoundYield 93.5%

Conditions

Temperature
90 °C

Procedure

2,6-Dichloro-9H-purine (1.7 g, 9 mmol), veratrylamine (1.5 g, 9 mmol) and Et3N (2.51 mL, 18 mmol) were dissolved in BunOH (10 ML). The solution was stirred for 2 h at 90° C. After cooling, PriOH (90 mL) was added slowly with stirring. After 1 h the precipitate was filtered, washed successively with small quantities of PriOH and Pri2O, and dried in vacuo to afford the title compound as a white powder (2.69 g, 93.4%). TLC (9:1 CH2Cl3/MeOH/AcOH): RF=0.33.

Workup

  1. temperatureAfter cooling
  2. additionPriOH (90 mL) was added slowly
  3. stirringwith stirring
  4. filtrationAfter 1 h the precipitate was filtered
  5. washwashed successively with small quantities of PriOH and Pri2O
  6. customdried in vacuo

Sources & evidence

ORD record
ord-b8383e6db3694f9fbbf50dbfe7aeaaf4
Source dataset
uspto-grants-2009_11
Patent number
US07612079B2

Reaction notes

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