Diisopropylamine → HCID 178478404, compound

HRID 1697000Notes

Reaction equation

HRID 1697000 reaction equation
[Cl:1][C:2]1[N:10]=[C:9]2[C:5]([NH:6][CH:7]=[N:8]2)=[C:4](Cl)[N:3]=1.C(NC(C)C)(C)C.[C:19]1([CH:25]([C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=2)[CH2:26][NH2:27])[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1>C1COCC1>[Cl:1][C:2]1[N:10]=[C:9]2[C:5]([N:6]=[CH:7][NH:8]2)=[C:4]([NH:27][CH2:26][CH:25]([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)[C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=2)[N:3]=1

Participants

5

Reactant 3

HCID 7912DiisopropylamineHCID 775752,2-DiphenylethylamineHCID 53244122,6-Dichloropurine

Product 1

HCID 178478404HCID 178478404, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
50 °C

Procedure

2,6-Dichloropurine (20.00 g, 106 mmol) is dissolved in THF (250 ml) under an atmosphere of argon. Diisopropylamine (16.38 g, 127 mmol) is added followed by 2,2-diphenylethylamine (25.00 g, 127 mmol) and the reaction mixture is stirred at 50° C. The reaction is shown to be complete by LCMS after 6 hours. 50% of the solvent is removed in vacuo and replaced with MeOH. The resulting precipitate is filtered off and dried to give the title compound. 1H nmr (d6-DMSO, 400 MHz); 8.05(br s, 1H), 7.35-7.10(m, 10H), 4.55(m, 1H), 4.10(rri, 2H), MS (ES+) m/e 350 (MH+).

Workup

  1. custom50% of the solvent is removed in vacuo
  2. filtrationThe resulting precipitate is filtered off
  3. customdried

Sources & evidence

ORD record
ord-ac9fd4f751534004a806e085e5818a7b
Source dataset
uspto-grants-2012_04
Patent number
US08163754B2

Reaction notes

Loading…