Sulfuryl chloride → HCID 23133517, compound

HRID 1864743Notes

Reaction equation

HRID 1864743 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

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 6344DichloromethaneSolvent

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-795efb955e4a47629dd68d676b3d4434
Source dataset
uspto-grants-2009_12
Patent number
US07625934B2

Reaction notes

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