4-[(10-benzyl-9,10-diazatricyclo-[4.2.1.12,5]dec-9-yl)-(3-methoxyphenyl)methyl]-N,N-diethylbenzamide → HCID 67238602, compound

HRID 1912347Notes

Reaction equation

HRID 1912347 reaction equation
C([N:8]1[CH:12]2[CH:13]3[N:17]([CH:18]([C:32]4[CH:37]=[CH:36][CH:35]=[C:34]([O:38][CH3:39])[CH:33]=4)[C:19]4[CH:31]=[CH:30][C:22]([C:23]([N:25]([CH2:28][CH3:29])[CH2:26][CH3:27])=[O:24])=[CH:21][CH:20]=4)[CH:16]([CH:9]1[CH2:10][CH2:11]2)[CH2:15][CH2:14]3)C1C=CC=CC=1.C(N1C2C3N(C(C4C=CC=C(OC)C=4)C4C=CC(C(N5CCCC5)=O)=CC=4)C(CC2)C1CC3)C1C=CC=CC=1>>[CH:13]12[CH2:11][CH2:10][CH:9]3[CH:16]([CH2:15][CH2:14][CH:12]1[NH:8]3)[N:17]2[CH:18]([C:32]1[CH:37]=[CH:36][CH:35]=[C:34]([O:38][CH3:39])[CH:33]=1)[C:19]1[CH:20]=[CH:21][C:22]([C:23]([N:25]2[CH2:26][CH2:27][CH2:29][CH2:28]2)=[O:24])=[CH:30][CH:31]=1

Participants

3

Reactant 2

HCID 672383574-[(10-benzyl-9,10-diazatricyclo-[4.2.1.12,5]dec-9-yl)-(3-methoxyphenyl)methyl]-N,N-diethylbenzamideHCID 67240612HCID 67240612, compound

Product 1

HCID 67238602HCID 67238602, compoundYield 90%

Procedure

The procedure of Example 5.1 was repeated, but using in place 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}-pyrrolidin-1-yl-methanone of Example 4.8. The compound {4-[(2,7-diazatricyclo[4.4.0.03,8]dec-2-yl)-(3-methoxyphenyl)methyl]phenyl}-pyrrolidin-1-yl-methanone was obtained. Yield: 90%; IR (nujol) (λ=cm−1) 1680 (C═O), 3100 (NH); 1H-NMR (CDCl3) δ 1.10-2.20 (m, 11H); 2.25-2.35 (m, 2H); 2.95-3.05 (m, 2H); 3.30-3.40 (m, 3H); 3.55-3.75 (m, 3H); 3.78 (s, 3H); 4.96 (s, 1H); 7.00-7.09 (m, 2H); 7.15-7.30 (m, 2H); 7.40-7.55 (m, 4H). Anal. calc. for C27H33N3O2: C, 75.14; H, 7.71; N, 9.74. Found: C, 74.98; H, 7.69; N, 93.73.

Sources & evidence

ORD record
ord-0214d4cab55e41b3b8b59d07f4cdbaf3
Source dataset
uspto-grants-2013_12
Patent number
US08609659B2

Reaction notes

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