2-(4-Chloro-3-(dibutylcarbamoyl)-5-methyl-1H-pyrazol-1-yl)-5-(naphthalen-2-ylsulfonylcarbamoyl)benzoic acid → 2-(3-(Butyl(3,4-dichlorobenzyl)carbamoyl)-4-chloro-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.[CH2:44]([N:48]([CH2:94][C:95]1[CH:100]=[CH:99][C:98]([Cl:101])=[C:97]([Cl:102])[CH:96]=1)[C:49]([C:51]1[C:55]([Cl:56])=[C:54]([CH3:57])[N:53]([C:58]2[CH:68]=[CH:67][C:66]([C:69](=[O:93])[NH:70][S:71]([C:74]3[CH:83]=[CH:82][C:81]4[C:76](=[C:77]([O:84][CH2:85][CH2:86][N:87]5[CH2:92][CH2:91][O:90][CH2:89][CH2:88]5)[CH:78]=[CH:79][CH:80]=4)[CH:75]=3)(=[O:73])=[O:72])=[CH:65][C:59]=2[C:60]([O:62]CC)=[O:61])[N:52]=1)=[O:50])[CH2:45][CH2:46][CH3:47]>>[CH2:44]([N:48]([CH2:94][C:95]1[CH:100]=[CH:99][C:98]([Cl:101])=[C:97]([Cl:102])[CH:96]=1)[C:49]([C:51]1[C:55]([Cl:56])=[C:54]([CH3:57])[N:53]([C:58]2[CH:68]=[CH:67][C:66]([C:69](=[O:93])[NH:70][S:71]([C:74]3[CH:83]=[CH:82][C:81]4[C:76](=[C:77]([O:84][CH2:85][CH2:86][N:87]5[CH2:88][CH2:89][O:90][CH2:91][CH2:92]5)[CH:78]=[CH:79][CH:80]=4)[CH:75]=3)(=[O:72])=[O:73])=[CH:65][C:59]=2[C:60]([OH:62])=[O:61])[N:52]=1)=[O:50])[CH2:45][CH2:46][CH3:47]Participants
3
Reactant 2
Product 1
Procedure
Following a procedure analogous to that for the synthesis of Intermediate 91F, ethyl 2-(3-(butyl(3,4-dichlorobenzyl)carbamoyl)-4-chloro-5-methyl-1H-pyrazol-1-yl)-5-(8-(2-morpholinoethoxy)naphthalen-2-ylsulfonylcarbamoyl)benzoate (75 mg, 0.085 mmol) was converted to the title compound (56 mg, 77%). MS(ESI+) m/z 858.5 (M+H)+.
Sources & evidence
- ORD record
- ord-3a3b4e4a24eb4a888197aaa799f2fe54
- Source dataset
- uspto-grants-2016_05
- Patent number
- US09346795B2
Reaction notes
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