HCID 11586442, compound → HCID 58975539, compound

HRID 606673Notes

Reaction equation

[CH:1]([O:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[CH2:11][CH2:12][CH2:13][NH:14][CH2:15][C:16]1[CH:17]=[C:18]([CH:22]2[CH2:27][CH2:26][CH2:25][CH2:24][N:23]2[CH:28]=O)[CH:19]=[CH:20][CH:21]=1)([CH3:3])[CH3:2].C([O:33]C1C=CC=CC=1NCCN)(C)C>>[CH:1]([O:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[CH2:11][CH2:12][CH2:13][NH:14][CH2:15][C:16]1[CH:17]=[C:18]([C:22]([N:23]2[CH2:24][CH2:25][CH2:26][CH2:27][CH2:28]2)=[O:33])[CH:19]=[CH:20][CH:21]=1)([CH3:2])[CH3:3]

Participants

Reactant 2

HCID 11586442HCID 11586442, compound

HCID 86617502HCID 86617502, compound

Product 1

HCID 58975539HCID 58975539, compound

Procedure

(3-{[3-(2-Isopropoxy-phenyl)-propylamino]-methyl}-phenyl)-piperidin methanone. The title compound was prepared as in Example 1, steps D and E, substituting 3-(2-isopropoxy-phenyl)-propylamine for N1-(2-isopropoxy-phenyl) -ethane-1,2-diamine in step E. MS (ESI): mass calculated for C25H34N2O2, 394.26; m/z found, 395.3 [M+H]+, 417.3 [M+Na]+. 1H NMR (400 MHz, CDCl3): 7.38-7.32 (m, 3H), 7.27-7.24 (m, 1H), 7.15-7.10 (m, 2H), 6.86-6.82 (m, 2H), 4.53 (hept, J=6.1 Hz, 1H), 3.81 (s, 2H), 3.70 (br s, 2H), 3.32 (br s, 2H), 2.68-2.62 (m, 4H), 1.85-1.77 (m, 2H), 1.67 (br s, 4H), 1.50 (br s, 2H), 1.32 (d, J=6.1 Hz, 6H).

Sources & evidence

ORD record: ord-8e23024620fe485fa8af2b573580e117
Source dataset: uspto-grants-2011_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07915420B2

Reaction notes

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