HCID 10355913, compound → HCID 11058608, compound

HRID 1246327Notes

Reaction equation

HRID 1246327 reaction equation
[CH2:1]([N:3]([CH3:12])[C:4]1([CH2:10][NH2:11])[CH2:9][CH2:8][CH2:7][CH2:6][CH2:5]1)[CH3:2].[CH2:13]([O:17][C:18]1[C:26]([O:27][CH3:28])=[CH:25][C:21]([C:22](Cl)=[O:23])=[CH:20][C:19]=1[O:29][CH3:30])[CH2:14][CH2:15][CH3:16]>>[CH2:13]([O:17][C:18]1[C:19]([O:29][CH3:30])=[CH:20][C:21]([C:22]([NH:11][CH2:10][C:4]2([N:3]([CH2:1][CH3:2])[CH3:12])[CH2:5][CH2:6][CH2:7][CH2:8][CH2:9]2)=[O:23])=[CH:25][C:26]=1[O:27][CH3:28])[CH2:14][CH2:15][CH3:16]

Participants

3

Reactant 2

HCID 10355913HCID 10355913, compoundHCID 252192781-(Aminomethyl)-N-ethyl-N-methylcyclohexan-1-amine

Product 1

HCID 11058608HCID 11058608, compound

Procedure

Synthesised from [1-(ethylmethylamino)cyclohexyl]methylamine and 4-butyloxy-3,5-dimethoxybenzoyl chloride V, following procedure described in Example 1 and purified by LCMS to obtain the product as a trifluoroacetate salt. 1H NMR (CDCl3) δ: 0.94 (t, 3H, J=4 Hz), 1.15 (m, 1H), 1.48 (m, 3H), 1.58 (t, 3H, J=4 Hz), 1.65 (m, 3H), 1.73 (m, 3H), 1.81 (m, 3H), 2.09 (d, 2H, J=4 Hz), 2.77 (d, 2H, J=2 Hz), 2.82 (m, 1H), 3.54 (m, 1H), 3.96 (s, 6H), 4.01 (t, 2H, J=4 Hz), 4.06 (m, 1H), 4.20 (dd, 1H, J=3 Hz), 7.57 (s, 2H), 9.05 (m, 1H), 11.62 (s, 1H). LCMS m/z 407.4 (MH+; 98.8%). HRMS (FAB) calc. 407.2898, found 407.2910.

Workup

  1. custompurified by LCMS

Sources & evidence

ORD record
ord-a6042a64636141d198579b8e536eba25
Source dataset
uspto-grants-2006_10
Patent number
US07126027B2

Reaction notes

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