4-[(10-benzyl-9,10-diazatricyclo-[4.2.1.12,5]dec-9-yl)-(3-methoxyphenyl)methyl]-N,N-diethylbenzamide → {4-[(2,7-Diazatricyclo[4.4.0.03,8]dec-2-yl)-(3-methoxyphenyl)methyl]-phenyl}-piperidin-1-yl-methanone
Reaction equation
C(N1C2C3N(C(C4C=CC=C(OC)C=4)C4C=CC(C(N(CC)CC)=O)=CC=4)C(C1CC2)CC3)C1C=CC=CC=1.C([N:47]1[CH:56]2[CH:51]3[N:52]([CH:57]([C:72]4[CH:77]=[CH:76][CH:75]=[C:74]([O:78][CH3:79])[CH:73]=4)[C:58]4[CH:63]=[CH:62][C:61]([C:64]([N:66]5[CH2:71][CH2:70][CH2:69][CH2:68][CH2:67]5)=[O:65])=[CH:60][CH:59]=4)[CH:53]([CH2:54][CH2:55]2)[CH:48]1[CH2:49][CH2:50]3)C1C=CC=CC=1>>[CH:51]12[CH2:50][CH2:49][CH:48]3[CH:53]([CH2:54][CH2:55][CH:56]1[NH:47]3)[N:52]2[CH:57]([C:72]1[CH:77]=[CH:76][CH:75]=[C:74]([O:78][CH3:79])[CH:73]=1)[C:58]1[CH:59]=[CH:60][C:61]([C:64]([N:66]2[CH2:67][CH2:68][CH2:69][CH2:70][CH2:71]2)=[O:65])=[CH:62][CH:63]=1Participants
3
Reactant 2
Product 1
Procedure
The procedure of Example 5.1 was repeated, but using instead of the compound prepared in Example 4.1 the compound {4-[(7-benzyl-2,7-diazatricyclo[4.4.0.03,8]dec-2-yl)-(3-methoxyphenyl)methyl]phenyl}-piperidin-1-yl-methanone of Example 4.6. The compound {4-[(2,7-diazatricyclo[4.4.0.03,8]dec-2-yl)-(3-methoxyphenyl)methyl]-phenyl}-piperidin-1-yl-methanone was obtained. Yield: quantitative. IR (nujol) (λ=cm−1) 1680 (C═O), 3100 (NH); 1H-NMR (CDCl3) δ 1.40-2.10 (m, 16H); 2.15-2.30 (m, 1H); 2.80-3.00 (m, 2H); 3.15-3.45 (m, 2H); 3.50-3.75 (m, 2H); 3.78 (s, 3H); 5.00-5.25 (m, 3H); 5.70-5.90 (m, 1H); 6.65-7.40 (m, 6H); 7.95-8.15 (m, 2H). Anal. calc. for C28H35N3O2: C, 75.47; H, 7.92; N, 9.43. Found: C, 75.23; H, 7.90; N, 9.41.
Sources & evidence
- ORD record
- ord-f5ab31703fdd48bda041fbcfc3018381
- Source dataset
- uspto-grants-2013_12
- Patent number
- US08609659B2
Reaction notes
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