Diisopropylethylamine → HCID 178468997, compound

HRID 2281521Notes

Reaction equation

HRID 2281521 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-a9f06c65fcf8479d929fe2b70fbe0905
Source dataset
uspto-grants-2015_09
Patent number
US09139581B2

Reaction notes

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