4-(Aminomethyl)piperidine → HCID 178442044, compound
Reaction equation
OC1C2C(=O)C(OC)=CC(=O)C=2C(O)=C2C(=O)[C@]3(C4C(O)=C5C(C=C(/C=N/O[C@@H]6O[C@H](CO)[C@@H](O)[C@H](O)[C@H]6O)NC5=O)=CC=4CC3)C(=O)C=12.[CH3:50]/[CH:51]=[CH:52]/[CH:53]=[CH:54]/[C:55]1[NH:65][C:63](=[O:64])[C:62]2[C:57](=[CH:58][C:59]3[CH2:69][CH2:68][C:67]4([C:78](=[O:79])[C:77]5[C:72](=[C:73]([OH:89])[C:74]6[C:85](=[O:86])[CH:84]=[C:83](OC)[C:81](=[O:82])[C:75]=6[C:76]=5[OH:80])[C:70]4=[O:71])[C:60]=3[C:61]=2[OH:66])[CH:56]=1.[NH2:90][CH2:91][CH:92]1[CH2:97][CH2:96][NH:95][CH2:94][CH2:93]1>CN(C=O)C>[OH:80][C:76]1[C:75]2[C:81](=[O:82])[C:83]([NH:90][CH2:91][CH:92]3[CH2:97][CH2:96][NH:95][CH2:94][CH2:93]3)=[CH:84][C:85](=[O:86])[C:74]=2[C:73]([OH:89])=[C:72]2[C:70](=[O:71])[C@:67]3([C:60]4[C:61]([OH:66])=[C:62]5[C:57]([CH:56]=[C:55](/[CH:54]=[CH:53]/[CH:52]=[CH:51]/[CH3:50])[NH:65][C:63]5=[O:64])=[CH:58][C:59]=4[CH2:69][CH2:68]3)[C:78](=[O:79])[C:77]=12Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
Ten (10) mg (18.6 μmol) fredericamycin are dissolved in 1 ml DMF under argon, then 2.7 PI (22.3 μmol) 4-aminomethylpiperidine are added at room temperature. The reaction mixture is concentrated at high vacuum until dry after 24 h.
Workup
- concentrationThe reaction mixture is concentrated at high vacuum
- customuntil dry after 24 h.
Sources & evidence
- ORD record
- ord-c311f3a61ffd4d4d8dd15f4f2c7f6cd0
- Source dataset
- uspto-grants-2012_08
- Patent number
- US08247424B2
Reaction notes
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