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(1-Ethyl-2,2-dimethyl-1,2-dihydroquinol-4-yl-methanesulfonyl)-piperidine-4-carboxylic acid methyl ester → (1-Ethyl-7-methoxy-2,2-dimethyl-1,2-dihydroquinol-4-yl-methanesulfonyl)-piperidine-4-carboxylic acid methyl ester

HRID 1914995
Notes
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Reaction equation

HRID 1914995 reaction equation
[CH3:1][O:2][C:3]([CH:5]1[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:4].C(N1C2C(=CC=[C:38]([O:41]C)C=2)C(CS(Cl)(=O)=O)=CC1(C)C)C>C(#N)C>[CH3:1][O:2][C:3]([CH:5]1[CH2:10][CH2:9][N:8]([S:11]([CH2:14][C:15]2[C:24]3[C:19](=[CH:20][C:21]([O:41][CH3:38])=[CH:22][CH:23]=3)[N:18]([CH2:25][CH3:26])[C:17]([CH3:27])([CH3:28])[CH:16]=2)(=[O:13])=[O:12])[CH2:7][CH2:6]1)=[O:4]
ParticipantsProcedureSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 12138183(1-Ethyl-2,2-dimethyl-1,2-dihydroquinol-4-yl-methanesulfonyl)-piperidine-4-carboxylic acid methyl esterHCID 12138190(1-Ethyl-7-methoxy-2,2-dimethyl-1,2-dihydroquinol-4-yl)-methanesulfonic acid chloride

Product 1

HCID 12138191(1-Ethyl-7-methoxy-2,2-dimethyl-1,2-dihydroquinol-4-yl-methanesulfonyl)-piperidine-4-carboxylic acid methyl esterYield 69%

Reagents, catalysts & solvents 1

HCID 6342
Acetonitrile
Solvent

Procedure

(1-Ethyl-7-methoxy-2,2-dimethyl-1,2-dihydroquinol-4-yl-methanesulfonyl)-piperidine-4-carboxylic acid methyl ester (17) is prepared similarly to compound (10) from compound (16) in dry acetonitrile at room temperature.

Sources & evidence

ORD record
ord-9138f2ed4e55457da72d598792510868
Source dataset
uspto-grants-2013_12
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08614317B2

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes