7-methoxy-2-methylquinoline-3-carboxylic acid → HCID 15987229, compound

HRID 2356367Notes

Reaction equation

HRID 2356367 reaction equation
[CH3:1][O:2][C:3]1[CH:12]=[C:11]2[C:6]([CH:7]=[C:8]([C:14]([OH:16])=O)[C:9]([CH3:13])=[N:10]2)=[CH:5][CH:4]=1.[F:17][C:18]1[CH:19]=[C:20]([N:30]2[CH2:34][C@H:33]([CH2:35][NH2:36])[O:32][C:31]2=[O:37])[CH:21]=[CH:22][C:23]=1[N:24]1[CH2:29][CH2:28][S:27][CH2:26][CH2:25]1>>[CH3:1][O:2][C:3]1[CH:12]=[C:11]2[C:6]([CH:7]=[C:8]([C:14]([NH:36][CH2:35][C@@H:33]3[O:32][C:31](=[O:37])[N:30]([C:20]4[CH:21]=[CH:22][C:23]([N:24]5[CH2:25][CH2:26][S:27][CH2:28][CH2:29]5)=[C:18]([F:17])[CH:19]=4)[CH2:34]3)=[O:16])[C:9]([CH3:13])=[N:10]2)=[CH:5][CH:4]=1

Participants

3

Reactant 2

HCID 8182487-methoxy-2-methylquinoline-3-carboxylic acidHCID 10638782HCID 10638782, compound

Product 1

HCID 15987229HCID 15987229, compoundYield 43%

Procedure

It was prepared following the same procedure as in Example 1, starting from 370 mg of 7-methoxy-2-methylquinoline-3-carboxylic acid and 350 mg of N-[[(5S)-3-[3-fluoro-4-(4-thiomorpholinyl)-phenyl]-2-oxo-5-oxazolidinyl]methyl]amine. After similar work-up, 244 mg were obtained corresponding to the desired 7-methoxy-2-methyl-N-[[(5S)-3-[3-fluoro-4-(4-thiomorpholinyl)-phenyl]-2-oxo-5-oxazolidinyl]methyl]-3-quinolinecarboxamide (Yield=43%).

Workup

  1. customIt was prepared

Sources & evidence

ORD record
ord-36c570158c6244a4a0d6ae76cd0d7095
Source dataset
uspto-grants-2010_07
Patent number
US07759351B2

Reaction notes

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