Triethylamine → HCID 118390097, compound

HRID 1478004Notes

Reaction equation

HRID 1478004 reaction equation
[Cl:1][C:2]1[N:7]=[C:6](Cl)[C:5]([Cl:9])=[CH:4][N:3]=1.[CH3:10][NH:11][CH:12]1[CH2:16][CH2:15][C:14]2([CH2:21][CH2:20][CH2:19][N:18]([C:22]([O:24][C:25]([CH3:28])([CH3:27])[CH3:26])=[O:23])[CH2:17]2)[CH2:13]1.CCN(CC)CC>CCO>[Cl:1][C:2]1[N:7]=[C:6]([N:11]([CH3:10])[CH:12]2[CH2:16][CH2:15][C:14]3([CH2:21][CH2:20][CH2:19][N:18]([C:22]([O:24][C:25]([CH3:27])([CH3:26])[CH3:28])=[O:23])[CH2:17]3)[CH2:13]2)[C:5]([Cl:9])=[CH:4][N:3]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 2372592,4,5-TrichloropyrimidineHCID 1181738087-Azaspiro[4.5]decane-7-carboxylic acid, 2-(methylamino)-, 1,1-dimethylethyl ester

Product 1

HCID 118390097HCID 118390097, compoundYield 75.4%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of 2,4,5-trichloropyrimidine (355.7 g, 1.94 mmol) and tert-butyl 2-(methylamino)-7-azaspiro[4.5]decane-7-carboxylate (403.2 g, 1.50 mmol) in EtOH (10 mL) was added Et3N (315.5 mg, 3.12 mmol). After addition, the reaction mixture was stirred at rt overnight and concentrated in vacuo. The residue was purified by silica gel column chromatography (EtOAc/PE (v/v)=1/8) to give the title compound as yellow oil (470 mg, 75.4%).

Workup

  1. additionAfter addition
  2. concentrationconcentrated in vacuo
  3. customThe residue was purified by silica gel column chromatography (EtOAc/PE (v/v)=1/8)

Sources & evidence

ORD record
ord-ad199d72a8df428a98f68ecfd9b97b7c
Source dataset
uspto-grants-2016_08
Patent number
US09403801B2

Reaction notes

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