Morpholine → HCID 11674554, compound

HRID 1911804Notes

Reaction equation

HRID 1911804 reaction equation
[NH:1]1[CH2:11][CH2:10][CH:4]([C:5]([O:7]CC)=O)[CH2:3][CH2:2]1.[F:12][C:13]([F:22])([F:21])[C:14]1[CH:15]=[C:16](Br)[CH:17]=[CH:18][CH:19]=1.[NH:23]1[CH2:28][CH2:27][O:26][CH2:25][CH2:24]1>>[F:12][C:13]([F:22])([F:21])[C:14]1[CH:15]=[C:16]([N:1]2[CH2:2][CH2:3][CH:4]([C:5]([N:23]3[CH2:28][CH2:27][O:26][CH2:25][CH2:24]3)=[O:7])[CH2:10][CH2:11]2)[CH:17]=[CH:18][CH:19]=1

Participants

4

Reactant 3

HCID 8083MorpholineHCID 9817Benzene, 1-bromo-3-(trifluoromethyl)-HCID 70770Ethyl 4-piperidinecarboxylate

Product 1

HCID 11674554HCID 11674554, compound

Procedure

The title compound was prepared from commercially available ethyl isonipecotate, 3-(trifluoromethyl)-bromobenzene as the aryl halide, and morpholine as the secondary amine utilizing general procedures A and B described above. 1H NMR (300 MHz, CDCl3) 1H NMR (CDCl3) δ 7.34 (dd, J=7.6, 8.6 Hz, 1H), 7.11-7.05 (m, 3H), 3.80 (m, 1H), 3.76 (m, 1H), 3.70-3.54 (m, 8H), 2.81 (dt, J=2.7, 12.4 Hz, 2H), 2.67-2.57 (m, 1H), 2.09 (dd, J=4.2, 13.4 Hz, 1H), 2.00 (dd, J=4.0, 11.7 Hz, 1H), 1.85 (m, 1H), 1.81 (m, 1H). ESI MS: 343.4 (MH+).

Sources & evidence

ORD record
ord-800b6c31444d4ff8ab243c05cfcd8e1d
Source dataset
uspto-grants-2013_12
Patent number
US08604190B2

Reaction notes

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