4-Butoxybenzoyl chloride → HCID 9502378, compound

HRID 1246328Notes

Reaction equation

HRID 1246328 reaction equation
[CH3:1][N:2]([C:4]1([CH2:10][NH2:11])[CH2:9][CH2:8][CH2:7][CH2:6][CH2:5]1)[CH3:3].[CH2:12]([O:16][C:17]1[CH:25]=[CH:24][C:20]([C:21](Cl)=[O:22])=[CH:19][CH:18]=1)[CH2:13][CH2:14][CH3:15]>>[CH2:12]([O:16][C:17]1[CH:18]=[CH:19][C:20]([C:21]([NH:11][CH2:10][C:4]2([N:2]([CH3:1])[CH3:3])[CH2:5][CH2:6][CH2:7][CH2:8][CH2:9]2)=[O:22])=[CH:24][CH:25]=1)[CH2:13][CH2:14][CH3:15]

Participants

3

Reactant 2

HCID 1185614-Butoxybenzoyl chlorideHCID 21134031-(Aminomethyl)-N,N-dimethylcyclohexan-1-amine

Product 1

HCID 9502378HCID 9502378, compound

Procedure

Synthesised from 1-(dimethylaminocyclohexyl)methylamine and 4-butyloxy benzoyl chloride following the procedure of Example 1 (g and purified by LCMS to obtain the product as a trifluoroacetate salt. 1H NMR (CDCl3) δ: 0.97 (t, 3H, J=4 Hz), 1.18 (m, 1H), 1.49 (m, 2H), 1.67 (m, 4H), 1.80 (m, 5H), 2.01 (d, 2H, J=3 Hz), 2.79 (s, 6H), 4.01 (m, 4H), 6.93 (d, 2H, J=4 Hz), 8.18 (d, 2H, J=4 Hz), 8.47 (m, 1H), 11.90 (s, 1H). LCMS m/z 333.2 (MH+; 96.5%). HRMS (FAB) calc. 333.2539, found 333.2536.

Workup

  1. custompurified by LCMS

Sources & evidence

ORD record
ord-a317dd9c19b849378fb1f1b8b6a76036
Source dataset
uspto-grants-2006_10
Patent number
US07126027B2

Reaction notes

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