Acetonitrile → Benzylguanine piperidine

HRID 570993Notes

Reaction equation

HRID 570993 reaction equation
[CH2:1]([NH:8][C:9]1[NH:10][C:11](=[O:18])[C:12]2[NH:13][CH:14]=[N:15][C:16]=2[N:17]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C([N:36]1[CH2:41][CH2:40][CH2:39][CH2:38][CH2:37]1)(OCC1C2C(=CC=CC=2)C2C1=CC=CC=2)=O.N1CCCCC1.C(#N)C.FC(F)(F)C(O)=O>CN(C)C=O.O>[CH2:1]([NH:8][C:9]1[NH:10][C:11](=[O:18])[C:12]2[NH:13][CH:14]=[N:15][C:16]=2[N:17]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[NH:36]1[CH2:41][CH2:40][CH2:39][CH2:38][CH2:37]1

Participants

7

Reactant 4

HCID 6342AcetonitrileHCID 6422Trifluoroacetic acidHCID 8082PiperidineHCID 136386262benzylguanine N-Fmoc-piperidine

Product 1

HCID 136386263Benzylguanine piperidine

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Procedure

Weighed into a 1.5 ml Eppendorf tube were 1.8 mg (3 μmol) of benzylguanine-N-Fmoc-piperidine which was dissolved in 190 μl of anhydrous dimethylformamide. 10 μl of piperidine were added and the reaction mixture was left stirring for one hour. The reaction was monitored by HPLC on a Merck Lichrospher RP °18, 5 μm, 125×4.6 column with a gradient of acetonitrile in water containing 0.2% of trifluoroacetic acid.

Workup

  1. waitthe reaction mixture was left

Sources & evidence

ORD record
ord-324fa613638340f280d3ce05bbfed671
Source dataset
uspto-grants-2015_05
Patent number
US09024022B2

Reaction notes

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