Water → HCID 67165817, compound

HRID 552340Notes

Reaction equation

HRID 552340 reaction equation
[C:1]([N:4]1[CH2:28][CH2:27][C:7]2([N:11]([CH2:12][C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=3)[C:10](=[O:19])[C@H:9]([CH2:20][C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=3)[NH:8]2)[CH2:6][CH2:5]1)(=[O:3])[CH3:2].O.C[Si]([Cl:34])(C)C>CC(CC)=O>[ClH:34].[C:1]([N:4]1[CH2:5][CH2:6][C:7]2([N:11]([CH2:12][C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=3)[C:10](=[O:19])[C@H:9]([CH2:20][C:21]3[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=3)[NH:8]2)[CH2:27][CH2:28]1)(=[O:3])[CH3:2]

Participants

5

Reactant 3

HCID 962WaterHCID 6397ChlorotrimethylsilaneHCID 67164696HCID 67164696, compound

Product 1

HCID 67165817HCID 67165817, compound

Reagents, catalysts & solvents 1

HCID 6569Methyl Ethyl KetoneSolvent

Procedure

8-acetyl-1,3-(S)-dibenzyl-1,4,8-triazaspiro[4,5]decan-2-one (1.25 g, 3.3 mmol) was dissolved in ethyl methyl ketone (10 mL), and water (33 μL) and TMSCl (461 μL) were added and the mixture was stirred overnight. The precipitated solid matter was isolated by filtration, washed with diethyl ether, and dried in vacuo. The product 8-acetyl-1,3-(S)-dibenzyl-1,4,8-triazaspiro[4,5]decan-2-one hydrochloride was obtained in a yield of 939 mg (69%).

Workup

  1. customThe precipitated solid matter was isolated by filtration
  2. washwashed with diethyl ether
  3. customdried in vacuo

Sources & evidence

ORD record
ord-dd94148a4d074b569b2ad18a754244ea
Source dataset
uspto-grants-2011_05
Patent number
US07951815B2

Reaction notes

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