Triethylamine → HCID 118390095, compound

HRID 1477977Notes

Reaction equation

HRID 1477977 reaction equation
[Cl:1][C:2]1[N:7]=[C:6](Cl)[C:5]([CH3:9])=[CH:4][N:3]=1.[NH2:10][CH:11]1[CH2:27][CH2:26][C:14]2([CH2:18][N:17]([C:19]([O:21][C:22]([CH3:25])([CH3:24])[CH3:23])=[O:20])[CH2:16][CH2:15]2)[CH2:13][CH2:12]1.CCN(CC)CC>CCO>[Cl:1][C:2]1[N:7]=[C:6]([NH:10][CH:11]2[CH2:12][CH2:13][C:14]3([CH2:18][N:17]([C:19]([O:21][C:22]([CH3:23])([CH3:24])[CH3:25])=[O:20])[CH2:16][CH2:15]3)[CH2:26][CH2:27]2)[C:5]([CH3:9])=[CH:4][N:3]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 74508Pyrimidine, 2,4-dichloro-5-methyl-HCID 716307358-AMino-2-Boc-2-azaspiro[4.5]decane

Product 1

HCID 118390095HCID 118390095, compoundYield 76.1%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of 2,4-dichloro-5-methylpyrimidine (585.5 g, 3.59 mmol) and tert-butyl 8-amino-2-azaspiro[4.5]decane-2-carboxylate (1.08 g, 4.24 mmol) in EtOH (10 mL) was added Et3N (722.3 mg, 7.14 mmol) and the reaction mixture was stirred at rt for 48 h then concentrated in vacuo. The residue was purified by silica gel column chromatography (EtOAc/PE (v/v)=1/2) to give the title compound as yellow oil (1.04 g, 76.0%).

Workup

  1. concentrationthen concentrated in vacuo
  2. customThe residue was purified by silica gel column chromatography (EtOAc/PE (v/v)=1/2)

Sources & evidence

ORD record
ord-3a97a5bc35c7498db3dfadb3b956cf5a
Source dataset
uspto-grants-2016_08
Patent number
US09403801B2

Reaction notes

Loading…