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Sulfuryl chloride → HCID 23133517, compound

HRID 32382
Notes
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Reaction equation

HRID 32382 reaction equation
FC(F)(F)C(O)=O.[NH2:8][CH2:9][CH2:10][CH2:11][C:12]1([CH2:19][S:20]([N:23]2[CH2:28][CH2:27][CH:26]([O:29][C:30]3[CH:35]=[CH:34][C:33]([Cl:36])=[CH:32][N:31]=3)[CH2:25][CH2:24]2)(=[O:22])=[O:21])[NH:16][C:15](=[O:17])[NH:14][C:13]1=[O:18].[CH3:37]CN(C(C)C)C(C)C.[S:46](Cl)(Cl)(=[O:48])=[O:47]>C(Cl)Cl>[Cl:36][C:33]1[CH:34]=[CH:35][C:30]([O:29][CH:26]2[CH2:27][CH2:28][N:23]([S:20]([CH2:19][C:12]3([CH2:11][CH2:10][CH2:9][NH:8][S:46]([CH3:37])(=[O:48])=[O:47])[C:13](=[O:18])[NH:14][C:15](=[O:17])[NH:16]3)(=[O:21])=[O:22])[CH2:24][CH2:25]2)=[N:31][CH:32]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 24648Sulfuryl chlorideHCID 81531DiisopropylethylamineHCID 668512095-(3-Aminopropyl)-5-[({4-[(5-chloropyridin-2-yl)oxy]piperidin-1-yl} sulfonyl)methyl] imidazolidine-2,4-dione trifluoroacetic acid

Product 1

HCID 23133517HCID 23133517, compound

Reagents, catalysts & solvents 1

HCID 6344Dichloromethane
Solvent

Procedure

5-(3-Aminopropyl)-5-[({4-[(5-chloropyridin-2-yl)oxy]piperidin-1-yl}sulfonyl)methyl]imidazolidine-2,4-dione trifluoroacetic acid (100 mg, 0.18 mmol) was slurried in 2 mL DCM. DIPEA (62 μL, 0.36 mmol) was added and the slurry was stirred for some minutes. Sulfonylchloride (16 μL, 0.18 mmol) was added and the reaction was stirred at rt over night. The crude product was purified by preparative HPLC.

Workup

  1. stirringthe reaction was stirred at rt over night
  2. customThe crude product was purified by preparative HPLC

Sources & evidence

ORD record
ord-15fc7dc43c3b4426bcce362262cb4a84
Source dataset
uspto-grants-2008_09
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07427631B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes