1-Methyl-6-sulfanyl-1,2,3,4-tetrahydroquinolin-2-one → HCID 67623514, compound

HRID 2260626Notes

Reaction equation

HRID 2260626 reaction equation
[SH:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]([CH3:12])[C:7](=[O:13])[CH2:6][CH2:5]2.[CH2:14]([CH:16]1[CH2:21][C:20]([OH:29])([C:22]2[CH:27]=[CH:26][CH:25]=[C:24](I)[CH:23]=2)[CH2:19][CH2:18][O:17]1)[CH3:15]>>[CH2:14]([CH:16]1[CH2:21][C:20]([OH:29])([C:22]2[CH:27]=[CH:26][CH:25]=[C:24]([S:1][C:2]3[CH:3]=[C:4]4[C:9](=[CH:10][CH:11]=3)[N:8]([CH3:12])[C:7](=[O:13])[CH2:6][CH2:5]4)[CH:23]=2)[CH2:19][CH2:18][O:17]1)[CH3:15]

Participants

3

Reactant 2

HCID 224137591-Methyl-6-sulfanyl-1,2,3,4-tetrahydroquinolin-2-oneHCID 67623996HCID 67623996, compound

Product 1

HCID 67623514HCID 67623514, compoundYield 63%

Procedure

Using an analogous procedure to that described in Example 6, 6-mercapto-1-methyl-1,2,3,4-tetrahydroquinolin-2-one was reacted with (2SR,4RS)-2-ethyl-4-hydroxy-4-(3-iodophenyl)tetrahydropyran to give (2SR,4RS)-2-ethyl-4-hydroxy-4-[3-(1-methyl-2-oxo-1,2,3,4-tetrahydroquinolin-6-ylthio)phenyl]tetrahydropyran in 63% yield as a gum;

Sources & evidence

ORD record
ord-3f5804bbc8394813ae1a731ae225bd4f
Source dataset
uspto-grants-1995_12
Patent number
US05478842

Reaction notes

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