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

HRID 552336Notes

Reaction equation

HRID 552336 reaction equation
[CH2:1]([CH:3]([CH2:21][CH3:22])[C:4]([N:6]1[CH2:20][CH2:19][C:9]2([NH:13][C:12](=[O:14])[C@H:11]([CH2:15][CH2:16][S:17][CH3:18])[NH:10]2)[CH2:8][CH2:7]1)=[O:5])[CH3:2].O.C[Si]([Cl:28])(C)C>CC(CC)=O>[ClH:28].[CH2:21]([CH:3]([CH2:1][CH3:2])[C:4]([N:6]1[CH2:7][CH2:8][C:9]2([NH:13][C:12](=[O:14])[C@H:11]([CH2:15][CH2:16][S:17][CH3:18])[NH:10]2)[CH2:19][CH2:20]1)=[O:5])[CH3:22]

Participants

5

Reactant 3

HCID 962WaterHCID 6397ChlorotrimethylsilaneHCID 671656138-(2-ethylbutyryl)-3-(S)-(2-methylsulfanylethyl)-1,4,8-triazaspiro[4,5]decan-2-one

Product 1

HCID 671656128-(2-ethylbutyryl)-3-(S)-(2-methylsulfanylethyl)-1,4,8-triazaspiro[4,5-]-decan-2-one hydrochloride

Reagents, catalysts & solvents 1

HCID 6569Methyl Ethyl KetoneSolvent

Procedure

8-(2-ethylbutyryl)-3-(S)-(2-methylsulfanylethyl)-1,4,8-triazaspiro[4,5-]-decan-2-one (140 mg, 0.4 mmol) was dissolved in ethyl methyl ketone (1 mL), and water (4 μL) and TMSCl (59 μL) were added and the mixture was stirred overnight. The solid matter was isolated by filtration and dried in vacuo. The product 8-(2-ethylbutyryl)-3-(S)-(2-methylsulfanylethyl)-1,4,8-triazaspiro[4,5-]-decan-2-one hydrochloride was obtained in a yield of 117 mg (75%).

Workup

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

Sources & evidence

ORD record
ord-7950e95e50e944b685e8ce14e9fa4ab5
Source dataset
uspto-grants-2011_05
Patent number
US07951815B2

Reaction notes

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