Lawesson's reagent → HCID 54515256, compound

HRID 2255451Notes

Reaction equation

HRID 2255451 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([O:16][CH2:17][C:18]2[CH:19]=[C:20]3[C:25](=[CH:26][CH:27]=2)[N:24]([CH3:28])[C:23](=O)[CH2:22][CH2:21]3)[CH:5]=[C:6]([C:8]2([O:14][CH3:15])[CH2:13][CH2:12][O:11][CH2:10][CH2:9]2)[CH:7]=1.COC1C=CC(P2(SP(C3C=CC(OC)=CC=3)(=S)S2)=[S:39])=CC=1>>[F:1][C:2]1[CH:3]=[C:4]([O:16][CH2:17][C:18]2[CH:19]=[C:20]3[C:25](=[CH:26][CH:27]=2)[N:24]([CH3:28])[C:23](=[S:39])[CH2:22][CH2:21]3)[CH:5]=[C:6]([C:8]2([O:14][CH3:15])[CH2:13][CH2:12][O:11][CH2:10][CH2:9]2)[CH:7]=1

Participants

3

Reactant 2

HCID 87949Lawesson's reagentHCID 54040094HCID 54040094, compound

Product 1

HCID 54515256HCID 54515256, compoundYield 28%

Conditions

Temperature
90 °C

Procedure

Using the procedure described in Example 1, except that the reaction mixture was heated to 90° C. for 2 hours, 4-[5-fluoro-3-(1-methyl-2-oxo-1,2,3,4-tetrahydroquinolin-6-ylmethoxy)phenyl]-4-methoxytetrahydropyran was reacted with Lawesson's Reagent to give 4-[5-fluoro-3-(1-methyl-2-thioxo-1,2,3,4-tetrahydroquinolin-6-ylmethoxy)phenyl]-4-methoxytetrahydropyran in 28% yield, m.p. 136°-138° C.

Sources & evidence

ORD record
ord-763f6ddfb75b423fa6bee607dcff7c3a
Source dataset
uspto-grants-1993_08
Patent number
US05240941

Reaction notes

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