Chloroform → HCID 12138187, compound

HRID 575510Notes

Reaction equation

HRID 575510 reaction equation
COC(C1[CH2:10][CH2:9][N:8]([S:11]([CH2:14][C:15]2[C:24]3[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=3)[N:18]([CH2:25][CH3:26])[C:17]([CH3:28])([CH3:27])[CH:16]=2)(=[O:13])=[O:12])[CH2:7][CH2:6]1)=O.C(N1C2C(=CC=CC=2)C(CS(Cl)(=O)=O)=CC1(C)C)C.C(NCC)C.C(Cl)(Cl)Cl>C(O)C>[CH2:9]([N:8]([CH2:7][CH3:6])[S:11]([CH2:14][C:15]1[C:24]2[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=2)[N:18]([CH2:25][CH3:26])[C:17]([CH3:27])([CH3:28])[CH:16]=1)(=[O:12])=[O:13])[CH3:10]

Participants

6

Reactant 4

HCID 6212ChloroformHCID 8021DiethylamineHCID 12138182HCID 12138182, compoundHCID 12138183(1-Ethyl-2,2-dimethyl-1,2-dihydroquinol-4-yl-methanesulfonyl)-piperidine-4-carboxylic acid methyl ester

Product 1

HCID 12138187HCID 12138187, compoundYield 79%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

N,N-diethyl-(1-ethyl-2,2-dimethyl-1,2-dihydroquinol-4-yl)-methanesulfon-amide (11) is prepared similarly to compound (10) using compound (9) with diethylamine. The product is isolated by column chromatography on silica gel with a gradient running from chloroform to ethanol.

Workup

  1. customThe product is isolated by column chromatography on silica gel with a gradient

Sources & evidence

ORD record
ord-7d46e65e52454710b8ba6465bedff110
Source dataset
uspto-grants-2015_05
Patent number
US09035042B2

Reaction notes

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