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Triethylamine → HCID 118390001, compound

HRID 1477992
Notes
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Reaction equation

HRID 1477992 reaction equation
[Cl:1][C:2]1[N:7]=[C:6](Cl)[CH:5]=[CH:4][N:3]=1.[NH2:9][CH:10]1[C:14]2([CH2:18][CH2:17][CH2:16][CH2:15]2)[CH2:13][N:12]([C:19]([O:21][C:22]([CH3:25])([CH3:24])[CH3:23])=[O:20])[CH2:11]1.CCN(CC)CC>CCO>[Cl:1][C:2]1[N:7]=[C:6]([NH:9][CH:10]2[C:14]3([CH2:18][CH2:17][CH2:16][CH2:15]3)[CH2:13][N:12]([C:19]([O:21][C:22]([CH3:25])([CH3:24])[CH3:23])=[O:20])[CH2:11]2)[CH:5]=[CH:4][N:3]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 775312,4-DichloropyrimidineHCID 71305997tert-Butyl 4-amino-2-azaspiro[4.4]nonane-2-carboxylate

Product 1

HCID 118390001HCID 118390001, compoundYield 37.2%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of 2,4-dichloropyrimidine (600 mg, 4.03 mmol) and tert-butyl 4-amino-2-azaspiro[4.4]nonane-2-carboxylate (1.07 g, 4.43 mmol) in EtOH (20 mL) was added Et3N (815.6 mg, 8.06 mmol). After addition, the reaction mixture was stirred at rt overnight and then concentrated in vacuo. The residue was purified by silica gel column chromatography (PE/EtOAc (v/v)=10/1 to 1/1) to give the product as a white solid (528 mg, 37.2%).

Workup

  1. additionAfter addition
  2. concentrationconcentrated in vacuo
  3. customThe residue was purified by silica gel column chromatography (PE/EtOAc (v/v)=10/1 to 1/1)

Sources & evidence

ORD record
ord-14b6081d3f474f09980f883f399227f8
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