Thiomorpholine → HCID 11688373, compound

HRID 1437791Notes

Reaction equation

HRID 1437791 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]1[CH:14]=[C:15](Br)[CH:16]=[CH:17][C:18]=1[CH3:19].[NH:21]1[CH2:26][CH2:25][S:24][CH2:23][CH2:22]1>>[F:12][C:13]1[CH:14]=[C:15]([N:1]2[CH2:2][CH2:3][CH:4]([C:5]([N:21]3[CH2:26][CH2:25][S:24][CH2:23][CH2:22]3)=[O:7])[CH2:10][CH2:11]2)[CH:16]=[CH:17][C:18]=1[CH3:19]

Participants

4

Reactant 3

HCID 67164ThiomorpholineHCID 70770Ethyl 4-piperidinecarboxylateHCID 1710404-Bromo-2-fluorotoluene

Product 1

HCID 11688373HCID 11688373, compound

Procedure

The title compound was prepared from commercially available ethyl isonipecotate, 3-fluoro-4-methylbromobenzene as the aryl halide, and thiomorpholine as the secondary amine utilizing general procedures A and B described above. 1H NMR (300 MHz, CDCl3) 1H NMR (CDCl3) δ 7.02 (dd, J=7.2, 9.2 Hz, 1H), 6.63-6.55 (m, 2H), 3.90 (m, 2H), 3.80 (m, 2H), 3.70 (m, 1H), 3.65 (m, 1H), 2.75-2.51 (m, 7H), 2.17 (d, J=1.6 Hz, 3H), 2.01 (dd, J=3.3, 13.4 Hz, 1H), 1.91 (dd, J=4.0, 11.4Hz, 1H), 1.80 (m, 1H), 1.76 (m, 1H). ESI MS: 323.3 (MH+).

Sources & evidence

ORD record
ord-4a194f5c701c43b2a6a21e60ef5d022a
Source dataset
uspto-grants-2009_11
Patent number
US07622579B2

Reaction notes

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