N-Methyl-2-piperidone → HCID 21110100, compound

HRID 1766245Notes

Reaction equation

HRID 1766245 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10]3=[C:11]([CH:13]=[CH:14][N:9]3[CH2:8][CH2:7][CH2:6]2)[CH:12]=1.[CH3:15][N:16]1[CH2:21][CH2:20][CH2:19][CH2:18][C:17]1=O>>[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10]3=[C:11]([C:13]([C:19]4[CH2:20][CH2:21][N:16]([CH3:15])[CH2:17][CH:18]=4)=[CH:14][N:9]3[CH2:8][CH2:7][CH2:6]2)[CH:12]=1

Participants

3

Reactant 2

HCID 13603N-Methyl-2-piperidoneHCID 17980132HCID 17980132, compound

Product 1

HCID 21110100HCID 21110100, compound

Procedure

By a method similar to Preparation 11, using 8-methoxy-5,6-dihydro-4H-pyrrolo[3,2,1-ij]quinoline (0.28 g, 1.5 mmol), and N-methylpiperidone (Aldrich, 0.68 g, 6.0 mmol) 0.12 g (27%) of title compound was obtained: 1H NMR (300 MHz, CDCl3): 2.18-22.24 (m, 2H), 2.77 (s, 3H), 2.89-2.97 (m, 4H), 3.21 (t, 2H, J=61 Hz), 3.68-3.49 (m, 2H), 3.85 (s, 3H), 4.10 (t, 2H, J=5.7 Hz), 6.02 (m, 1H), 6.65-6.66 (m, 1H), 7.04-7.06 (m, 2H); MS (ELECTROSPRAY): m/e 283.0 (M+1).

Workup

  1. customBy a method similar to Preparation 11

Sources & evidence

ORD record
ord-58b708e9c9284f58b8a2efc5782a58a8
Source dataset
uspto-grants-2007_06
Patent number
US07230011B2

Reaction notes

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