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

HRID 552331Notes

Reaction equation

HRID 552331 reaction equation
[CH3:1][O:2][C:3]1[CH:25]=[C:24]([O:26][CH3:27])[CH:23]=[CH:22][C:4]=1[C:5]([N:7]1[CH2:21][CH2:20][C:10]2([NH:14][C:13](=[O:15])[C@H:12]([CH2:16][CH2:17][S:18][CH3:19])[NH:11]2)[CH2:9][CH2:8]1)=[O:6].O.C[Si]([Cl:33])(C)C>CC(CC)=O>[ClH:33].[CH3:1][O:2][C:3]1[CH:25]=[C:24]([O:26][CH3:27])[CH:23]=[CH:22][C:4]=1[C:5]([N:7]1[CH2:21][CH2:20][C:10]2([NH:14][C:13](=[O:15])[C@H:12]([CH2:16][CH2:17][S:18][CH3:19])[NH:11]2)[CH2:9][CH2:8]1)=[O:6]

Participants

5

Reactant 3

HCID 962WaterHCID 6397ChlorotrimethylsilaneHCID 67165786HCID 67165786, compound

Product 1

HCID 671657858-(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

8-(2,4-Dimethoxybenzoyl)-3-(S)-(2-methylsulfanylethyl)-1,4,8-triazaspiro[4,5]decan-2-one (300 mg, 0.8 mmol) was dissolved in ethyl methyl ketone (2 ml), treated with water (8 μL) and TMSCl (106 μL) and stirred overnight. The solid was filtered off and dried in vacuo. The product 8-(2,4-dimethoxybenzoyl)-3-(S)-(2-methylsulfanylethyl)-1,4,8-triazaspiro[4,5]decan-2-one hydrochloride was obtained in a yield of 320 mg (97%).

Workup

  1. filtrationThe solid was filtered off
  2. customdried in vacuo

Sources & evidence

ORD record
ord-412afaf238d74eb689ca161ea6391f68
Source dataset
uspto-grants-2011_05
Patent number
US07951815B2

Reaction notes

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