Water → 1-benzyl-8-(2,4-dimethoxybenzoyl)-3-(S)-(2-methylsulfanylethyl)-1,4,8-triazaspiro[4,5]decan-2-one hydrochloride

HRID 552345Notes

Reaction equation

HRID 552345 reaction equation
[CH2:1]([N:8]1[C:12]2([CH2:17][CH2:16][N:15]([C:18](=[O:29])[C:19]3[CH:24]=[CH:23][C:22]([O:25][CH3:26])=[CH:21][C:20]=3[O:27][CH3:28])[CH2:14][CH2:13]2)[NH:11][C@@H:10]([CH2:30][CH2:31][S:32][CH3:33])[C:9]1=[O:34])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.O.C[Si]([Cl:40])(C)C>CC(CC)=O>[ClH:40].[CH2:1]([N:8]1[C:12]2([CH2:17][CH2:16][N:15]([C:18](=[O:29])[C:19]3[CH:24]=[CH:23][C:22]([O:25][CH3:26])=[CH:21][C:20]=3[O:27][CH3:28])[CH2:14][CH2:13]2)[NH:11][C@@H:10]([CH2:30][CH2:31][S:32][CH3:33])[C:9]1=[O:34])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 962WaterHCID 6397ChlorotrimethylsilaneHCID 671659491-benzyl-8-(2,4-dimethoxybenzoyl)-3-(S)-(2-methylsulfanylethyl)-1,4,8-triazaspiro[4,5]decan-2-one

Product 1

HCID 671660751-benzyl-8-(2,4-dimethoxybenzoyl)-3-(S)-(2-methylsulfanylethyl)-1,4,8-triazaspiro[4,5]decan-2-one hydrochloride

Reagents, catalysts & solvents 1

HCID 6569Methyl Ethyl KetoneSolvent

Procedure

1-benzyl-8-(2,4-dimethoxybenzoyl)-3-(S)-(2-methylsulfanylethyl)-1,4,8-triazaspiro[4,5]decan-2-one (290 mg, 0.6 mmol) was dissolved in ethyl methyl ketone (2 mL), and water (6 μL) and TMSCl (80 μL) were added and the mixture was stirred overnight. The precipitated solid matter was isolated by filtration and dried in vacuo. The product 1-benzyl-8-(2,4-dimethoxybenzoyl)-3-(S)-(2-methylsulfanylethyl)-1,4,8-triazaspiro[4,5]decan-2-one hydrochloride was obtained in a yield of 105 mg (95%).

Workup

  1. customThe precipitated solid matter was isolated by filtration
  2. customdried in vacuo

Sources & evidence

ORD record
ord-0d48d936f75046e6af6455e7f7fc411f
Source dataset
uspto-grants-2011_05
Patent number
US07951815B2

Reaction notes

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