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

HRID 552331
Notes
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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]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 962WaterHCID 6397ChlorotrimethylsilaneHCID 671657868-(2,4-dimethoxybenzoyl)-3-(S)-(2-methylsulfanylethyl)-1,4,8-triazaspiro[4,5]decan-2-one

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 6569
Methyl Ethyl Ketone
Solvent

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
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07951815B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes