Diisopropylethylamine → HCID 178468997, compound

HRID 2381747Notes

Reaction equation

HRID 2381747 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.[NH:12]1[CH2:22][CH2:21][CH2:20][CH:14]([C:15]([O:17][CH2:18][CH3:19])=[O:16])[CH2:13]1.CCN(C(C)C)C(C)C>CC#N>[Cl:1][C:2]1[N:10]=[C:9]2[C:5]([N:6]=[CH:7][NH:8]2)=[C:4]([N:12]2[CH2:22][CH2:21][CH2:20][CH:14]([C:15]([O:17][CH2:18][CH3:19])=[O:16])[CH2:13]2)[N:3]=1

Participants

5

Reactant 3

HCID 81531DiisopropylethylamineHCID 98969Ethyl nipecotateHCID 53244122,6-Dichloropurine

Product 1

HCID 178468997HCID 178468997, compoundYield 34.9%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A solution of 2,6-dichloropurine (189 mg, 1.00 mmol), ethyl nipecotate (0.155 mL, 1.00 mmol) and DIEA (0.300 mL, 1.72 mmol) in CH3CN (5 mL) was stirred at room temperature for 20 h, during which time white solids precipitated out, which was collected to give ethyl 1-(2-chloro-9H-purin-6-yl)piperidine-3-carboxylate (108 mg).

Workup

  1. customprecipitated out
  2. customwhich was collected

Sources & evidence

ORD record
ord-e965f7294c1e4a0892812ebc8b79d5ef
Source dataset
uspto-grants-2012_09
Patent number
US08258144B2

Reaction notes

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