4-Nitrophenylboronic acid → HCID 11261905, compound

HRID 1788531Notes

Reaction equation

HRID 1788531 reaction equation
ClC1C=C(C=CC=1F)C1C(C2C=CC3C(=CC=C(C4N(C5CCCCC5)C5C=CC(C(O)=O)=CC=5N=4)C=3)N=2)=CC(OC)=CC=1.C[O:46][C:47]([C:49]1[CH:82]=[CH:81][C:52]2[N:53]([CH:75]3[CH2:80][CH2:79][CH2:78][CH2:77][CH2:76]3)[C:54]([C:56]3[CH:57]=[C:58]4[C:63](=[CH:64][CH:65]=3)[N:62]=[C:61]([C:66]3[CH:71]=[C:70]([O:72][CH3:73])[CH:69]=[CH:68][C:67]=3Br)[CH:60]=[CH:59]4)=[N:55][C:51]=2[CH:50]=1)=[O:48].[N+:83]([C:86]1[CH:91]=[CH:90][C:89](B(O)O)=[CH:88][CH:87]=1)([O-:85])=[O:84]>>[CH:75]1([N:53]2[C:52]3[CH:81]=[CH:82][C:49]([C:47]([OH:46])=[O:48])=[CH:50][C:51]=3[N:55]=[C:54]2[C:56]2[CH:57]=[C:58]3[C:63](=[CH:64][CH:65]=2)[N:62]=[C:61]([C:66]2[C:67]([C:89]4[CH:90]=[CH:91][C:86]([N+:83]([O-:85])=[O:84])=[CH:87][CH:88]=4)=[CH:68][CH:69]=[C:70]([O:72][CH3:73])[CH:71]=2)[CH:60]=[CH:59]3)[CH2:76][CH2:77][CH2:78][CH2:79][CH2:80]1

Participants

4

Reactant 3

HCID 27735524-Nitrophenylboronic acidHCID 5275992HCID 5275992, compoundHCID 68922215HCID 68922215, compound

Product 1

HCID 11261905HCID 11261905, compoundYield 14.3%

Procedure

Following the full procedure and workup for Compound 366, Compound 365b (100 mg, 0.175 mmol) was reacted with 4-nitrophenylboronic acid (62 mg, 0.2625 mmol) to produce the title compound (15 mg, 14% yield).

Sources & evidence

ORD record
ord-a90125c0ee144210b3381874be655e30
Source dataset
uspto-grants-2009_03
Patent number
US07511145B2

Reaction notes

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