Triethylamine → HCID 66740833, compound

HRID 1627310Notes

Reaction equation

HRID 1627310 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([C:11]2[N:15]([C:16]3[CH:21]=[CH:20][C:19]([F:22])=[CH:18][CH:17]=3)[C:14]([S:23][CH2:24][CH:25]3[CH2:30][CH2:29][NH:28][CH2:27][CH2:26]3)=[N:13][CH:12]=2)([CH3:10])[CH3:9])=[CH:4][C:3]=1[O:31][CH3:32].C(N(CC)CC)C.[S:40](Cl)([CH3:43])(=[O:42])=[O:41]>C(Cl)Cl>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([C:11]2[N:15]([C:16]3[CH:17]=[CH:18][C:19]([F:22])=[CH:20][CH:21]=3)[C:14]([S:23][CH2:24][CH:25]3[CH2:30][CH2:29][N:28]([S:40]([CH3:43])(=[O:42])=[O:41])[CH2:27][CH2:26]3)=[N:13][CH:12]=2)([CH3:10])[CH3:9])=[CH:4][C:3]=1[O:31][CH3:32]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 66740016HCID 66740016, compound

Product 1

HCID 66740833HCID 66740833, compoundYield 74.6%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 4-((5-(2-(4-chloro-3-methoxyphenyl)propan-2-yl)-1-(4-fluorophenyl)-1H-imidazol-2-ylthio)methyl)piperidine (0.154 g, 0.33 mmol) and triethylamine (0.089 mL, 0.65 mmol) in DCM (2 mL) was added mesyl chloride (0.027 mL, 0.34 mmol). After 2 h the reaction was concentrated in vacuo and purified by column chromatography, using Hex:EtOAc as eluents, to afford the title compound (0.136 g) as a white solid. MS (EI) m/z 552 [M+H]+.

Workup

  1. concentrationAfter 2 h the reaction was concentrated in vacuo
  2. custompurified by column chromatography

Sources & evidence

ORD record
ord-b17f4917e8224506bb227dd566ba418b
Source dataset
uspto-grants-2014_07
Patent number
US08785488B2

Reaction notes

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