Ammonia → 4-(1-Benzo{1,3}dioxol-5-ylmethyl-piperidin-4-ylamino)-6-ethyl-chromen-2-One

HRID 897247Notes

Reaction equation

HRID 897247 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].[CH:21]1[C:26]([CH:27]=O)=[CH:25][C:24]2[O:29][CH2:30][O:31][C:23]=2[CH:22]=1.N>>[O:31]1[C:23]2[CH:22]=[CH:21][C:26]([CH2:27][N:18]3[CH2:19][CH2:20][CH:15]([NH:14][C:6]4[C:5]5[C:10](=[CH:11][CH:12]=[C:3]([CH2:1][CH3:2])[CH:4]=5)[O:9][C:8](=[O:13])[CH:7]=4)[CH2:16][CH2:17]3)=[CH:25][C:24]=2[O:29][CH2:30]1

Participants

4

Reactant 3

HCID 222AmmoniaHCID 8438PiperonalHCID 223483136-Ethyl-4-(piperidin-4-ylamino)-chromen-2-one

Product 1

HCID 100243124-(1-Benzo{1,3}dioxol-5-ylmethyl-piperidin-4-ylamino)-6-ethyl-chromen-2-One

Procedure

Prepared from 6-Ethyl-4-(piperidin-4-ylamino)-chromen-2-one and piperonal in a manner analogous to that described above. 1H NMR (300 MHz, MeOD-d4) δ ppm 1.28 (t, J=7.63 Hz, 3H) 1.92 (m, 2H) 2.34 (m, 2H) 2.74 (q, J=7.46 Hz, 2H) 3.22 (m, 2H) 3.60 (m, 2H) 3.86 (m, 1H) 4.26 (s, 2H) 5.40 (s, 1H) 6.04 (s, 2H) 6.94 (m, 2H) 7.01 (m, 2H) 7.25 (m, 1H) 7.48 (m, 1H) 7.86 (s, 1H); MS (DCI/NH3) m/z 407 [M+H]+.

Sources & evidence

ORD record
ord-636fb9cd867342e7b2dc2911cbe4d7e5
Source dataset
uspto-grants-2005_07
Patent number
US06921821B2

Reaction notes

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