4-(4-Fluoro-benzyl)-piperidine → 6-(4-(4-Fluorobenzyl)piperidin-1-carbonyl]-1,5-dihydro-oxazolo[4,5-f]indole-2-one

HRID 896423Notes

Reaction equation

HRID 896423 reaction equation
[O:1]=[C:2]1[NH:16][C:5]2=[CH:6][C:7]3[CH:8]=[C:9]([C:13]([OH:15])=O)[NH:10][C:11]=3[CH:12]=[C:4]2[O:3]1.[F:17][C:18]1[CH:30]=[CH:29][C:21]([CH2:22][CH:23]2[CH2:28][CH2:27][NH:26][CH2:25][CH2:24]2)=[CH:20][CH:19]=1>C(OCC)C>[F:17][C:18]1[CH:19]=[CH:20][C:21]([CH2:22][CH:23]2[CH2:24][CH2:25][N:26]([C:13]([C:9]3[NH:10][C:11]4[CH:12]=[C:4]5[O:3][C:2](=[O:1])[NH:16][C:5]5=[CH:6][C:7]=4[CH:8]=3)=[O:15])[CH2:27][CH2:28]2)=[CH:29][CH:30]=1

Participants

4

Reactant 2

HCID 36998414-(4-Fluoro-benzyl)-piperidineHCID 223501592-oxo-1,5-dihydro-2H-oxazolo[4,5-f]indole-6-carboxylic acid

Product 1

HCID 223501906-(4-(4-Fluorobenzyl)piperidin-1-carbonyl]-1,5-dihydro-oxazolo[4,5-f]indole-2-one

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

The title compound is prepared from 2-oxo-1,5-dihydro-2H-oxazolo[4,5-f]indole-6-carboxylic acid and 4-(4-fluorobenzyl)piperidine [J. Med. Chem., 35, 4903, (1992)] according to the method described in Example 1/c. Mp.: 244-247° C. (diethyl ether).

Sources & evidence

ORD record
ord-2c27686445284cfeb9e0d20d6a203cb3
Source dataset
uspto-grants-2005_07
Patent number
US06919355B2

Reaction notes

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