2-(4-Chloro-3-(dibutylcarbamoyl)-5-methyl-1H-pyrazol-1-yl)-5-(naphthalen-2-ylsulfonylcarbamoyl)benzoic acid → 2-(4-Chloro-3-(dibutylcarbamoyl)-5-methyl-1H-pyrazol-1-yl)-5-(8-(2-morpholinoethoxy)naphthalen-2-ylsulfonylcarbamoyl)benzoic acid
Reaction equation
ClC1C(C(=O)N(CCCC)CCCC)=NN(C2C=CC(C(=O)NS(C3C=CC4C(=CC=CC=4)C=3)(=O)=O)=CC=2C(O)=O)C=1C.[Cl:44][C:45]1[C:46]([C:87](=[O:97])[N:88]([CH2:93][CH2:94][CH2:95][CH3:96])[CH2:89][CH2:90][CH2:91][CH3:92])=[N:47][N:48]([C:51]2[CH:61]=[CH:60][C:59]([C:62](=[O:86])[NH:63][S:64]([C:67]3[CH:76]=[CH:75][C:74]4[C:69](=[C:70]([O:77][CH2:78][CH2:79][N:80]5[CH2:85][CH2:84][O:83][CH2:82][CH2:81]5)[CH:71]=[CH:72][CH:73]=4)[CH:68]=3)(=[O:66])=[O:65])=[CH:58][C:52]=2[C:53]([O:55]CC)=[O:54])[C:49]=1[CH3:50]>>[Cl:44][C:45]1[C:46]([C:87](=[O:97])[N:88]([CH2:89][CH2:90][CH2:91][CH3:92])[CH2:93][CH2:94][CH2:95][CH3:96])=[N:47][N:48]([C:51]2[CH:61]=[CH:60][C:59]([C:62](=[O:86])[NH:63][S:64]([C:67]3[CH:76]=[CH:75][C:74]4[C:69](=[C:70]([O:77][CH2:78][CH2:79][N:80]5[CH2:81][CH2:82][O:83][CH2:84][CH2:85]5)[CH:71]=[CH:72][CH:73]=4)[CH:68]=3)(=[O:66])=[O:65])=[CH:58][C:52]=2[C:53]([OH:55])=[O:54])[C:49]=1[CH3:50]Participants
3
Reactant 2
Product 1
Procedure
Following a procedure analogous to that for the synthesis of Intermediate 91F, ethyl 2-(4-chloro-3-(dibutylcarbamoyl)-5-methyl-1H-pyrazol-1-yl)-5-(8-(2-morpholinoethoxy)naphthalen-2-ylsulfonylcarbamoyl)benzoate (105 mg, 0.13 mmol) was converted to the title compound (98 mg, 97%). MS(ESI+) m/z 754.2 (M+H)+.
Sources & evidence
- ORD record
- ord-1583ffd41af541f7b9b686bcd17c9348
- Source dataset
- uspto-grants-2016_05
- Patent number
- US09346795B2
Reaction notes
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