Ammonia → 4-{1-(3,4-Dimethyl-benzyl)-piperidin-4-ylamino}-6-ethyl-chromen-2-One

HRID 897248Notes

Reaction equation

HRID 897248 reaction equation
[CH2:1]([C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[O:9][C:8](=[O:13])[CH:7]=[C:6]2[NH:14][CH:15]1[CH2:20][CH2:19][NH:18][CH2:17][CH2:16]1)[CH3:2].[CH3:21][C:22]1[CH:23]=[C:24]([CH:27]=[CH:28][C:29]=1[CH3:30])[CH:25]=O.N>>[CH3:21][C:22]1[CH:23]=[C:24]([CH:27]=[CH:28][C:29]=1[CH3:30])[CH2:25][N:18]1[CH2:19][CH2:20][CH:15]([NH:14][C:6]2[C:5]3[C:10](=[CH:11][CH:12]=[C:3]([CH2:1][CH3:2])[CH:4]=3)[O:9][C:8](=[O:13])[CH:7]=2)[CH2:16][CH2:17]1

Participants

4

Reactant 3

HCID 222AmmoniaHCID 222783,4-DimethylbenzaldehydeHCID 223483136-Ethyl-4-(piperidin-4-ylamino)-chromen-2-one

Product 1

HCID 208177404-{1-(3,4-Dimethyl-benzyl)-piperidin-4-ylamino}-6-ethyl-chromen-2-One

Procedure

Prepared from 6-Ethyl-4-(piperidin-4-ylamino)-chromen-2-one and 3,4-dimethylbenzaldehyde in a manner analogous to that described above. 1H NMR (300 MHz, DMSO-D6) δ ppm 1.21 (m, 3H) 1.77 (m, 2H) 2.16 (m, 2H) 2.27 (m, 6H) 2.66 (m, 2H) 3.07 (m, 2H) 3.45 (m, 2H) 3.73 (m, 1H) 4.23 (m, 2H) 5.36 (m, 1H) 7.25 (m, 5H) 7.44 (m, 1H) 7.95 (m, 1H); MS (DCI/NH3) m/z 391 [M+H]+.

Sources & evidence

ORD record
ord-69fbf1533b5d413088a0be545875876e
Source dataset
uspto-grants-2005_07
Patent number
US06921821B2

Reaction notes

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