Triethylamine → HCID 118390099, compound

HRID 1477965Notes

Reaction equation

HRID 1477965 reaction equation
[Cl:1][C:2]1[N:7]=[C:6](Cl)[CH:5]=[CH:4][N:3]=1.[NH2:9][CH:10]1[CH2:26][CH2:25][C:13]2([CH2:17][N:16]([C:18]([O:20][C:21]([CH3:24])([CH3:23])[CH3:22])=[O:19])[CH2:15][CH2:14]2)[CH2:12][CH2:11]1.CCN(CC)CC>CCO>[Cl:1][C:2]1[N:7]=[C:6]([NH:9][CH:10]2[CH2:11][CH2:12][C:13]3([CH2:17][N:16]([C:18]([O:20][C:21]([CH3:22])([CH3:23])[CH3:24])=[O:19])[CH2:15][CH2:14]3)[CH2:25][CH2:26]2)[CH:5]=[CH:4][N:3]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 775312,4-DichloropyrimidineHCID 716307358-AMino-2-Boc-2-azaspiro[4.5]decane

Product 1

HCID 118390099HCID 118390099, compoundYield 33%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of 2,4-dichloropyrimidine (0.5 g, 3.4 mmol) and tert-butyl 8-amino-2-azaspiro[4.5]decane-2-carboxylate (0.89 g, 3.5 mmol) in EtOH (20 mL) was added Et3N (0.5 g, 5 mmol). The mixture was stirred at rt for 24 h, then the reaction mixture was concentrated in vacuo and the residue was purified by silica gel column chromatography (EtOAc/PE (v/v)=1/2) to give the product as a white solid (0.4 g, 33%).

Workup

  1. concentrationthe reaction mixture was concentrated in vacuo
  2. customthe residue was purified by silica gel column chromatography (EtOAc/PE (v/v)=1/2)

Sources & evidence

ORD record
ord-97da249d50cf4f51ab73ae5c56511e23
Source dataset
uspto-grants-2016_08
Patent number
US09403801B2

Reaction notes

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