Triethylamine → HCID 178478380, compound

HRID 1432373Notes

Reaction equation

HRID 1432373 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.[NH2:12][C:13]1[CH:14]=[C:15]2[C:19](=[CH:20][CH:21]=1)[CH2:18][CH2:17][CH2:16]2.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:12][C:13]2[CH:14]=[C:15]3[C:19](=[CH:20][CH:21]=2)[CH2:18][CH2:17][CH2:16]3)[N:3]=1

Participants

4

Reactant 3

HCID 8471TriethylamineHCID 90496Indan-5-amineHCID 1784188752,6-dichloro-1H-purine

Product 1

HCID 178478380HCID 178478380, compoundYield 54.1%

Conditions

Temperature
90 °C

Procedure

2,6-Dichloro-9H-purine (1.89 g, 10 mmol), 5-aminoindan (1.33 g, 10 mmol) and Et3N (2.79 mL, 20 mmol) were dissolved in BunOH (15 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 lemon-coloured powder (1.54 g, 54.1%). TLC (80:15:5 CHCl3/MeOH/AcOH): RF=0.61.

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-9291ce699cd44444a970a354038ca7f7
Source dataset
uspto-grants-2009_11
Patent number
US07612079B2

Reaction notes

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