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Triethylamine → HCID 118390066, compound

HRID 1477995
Notes
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Reaction equation

HRID 1477995 reaction equation
[Cl:1][C:2]1[N:7]=[C:6](Cl)[C:5]([Cl:9])=[CH:4][N:3]=1.[NH2:10][CH:11]1[C:15]2([CH2:19][CH2:18][CH2:17][CH2:16]2)[CH2:14][N:13]([C:20]([O:22][C:23]([CH3:26])([CH3:25])[CH3:24])=[O:21])[CH2:12]1.CCN(CC)CC>CCO>[Cl:1][C:2]1[N:7]=[C:6]([NH:10][CH:11]2[C:15]3([CH2:19][CH2:18][CH2:17][CH2:16]3)[CH2:14][N:13]([C:20]([O:22][C:23]([CH3:26])([CH3:25])[CH3:24])=[O:21])[CH2:12]2)[C:5]([Cl:9])=[CH:4][N:3]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 2372592,4,5-TrichloropyrimidineHCID 71305997tert-Butyl 4-amino-2-azaspiro[4.4]nonane-2-carboxylate

Product 1

HCID 118390066HCID 118390066, compoundYield 88.2%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of 2,4,5-trichloropyrimidine (500 mg, 2.73 mmol) and tert-butyl 4-amino-2-azaspiro[4.4]nonane-2-carboxylate (687.37 mg, 2.86 mmol) in EtOH (20 mL) was added Et3N (552.50 mg, 5.46 mmol) and the reaction mixture was stirred at rt overnight. The resulting mixture was concentrated in vacuo and the residue was purified by silica gel column chromatography (PE/EtOAc (v/v)=10/1 to 5/1) to give the product as a white solid (930 mg, 88.2%).

Workup

  1. concentrationThe resulting mixture was concentrated in vacuo
  2. customthe residue was purified by silica gel column chromatography (PE/EtOAc (v/v)=10/1 to 5/1)

Sources & evidence

ORD record
ord-77db20da71f744a8a7397ceead190152
Source dataset
uspto-grants-2016_08
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US09403801B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes