Methylamine → 1-(3,4-Dichlorophenyl)-N-methylcyclopentanemethanamine

HRID 333248Notes

Reaction equation

HRID 333248 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([C:9]2([C:14](O)=O)[CH2:13][CH2:12][CH2:11][CH2:10]2)[CH:5]=[CH:6][C:7]=1[Cl:8].[CH3:17][NH2:18]>>[Cl:1][C:2]1[CH:3]=[C:4]([C:9]2([CH2:14][NH:18][CH3:17])[CH2:13][CH2:12][CH2:11][CH2:10]2)[CH:5]=[CH:6][C:7]=1[Cl:8]

Participants

3

Reactant 2

HCID 6329MethylamineHCID 886189HCID 886189, compound

Product 1

HCID 589549061-(3,4-Dichlorophenyl)-N-methylcyclopentanemethanamineYield 49%

Procedure

The title compound was synthesized from 1-(3,4-dichlorophenyl)-cyclopentanecarboxylic acid and methyl amine using General Procedure G1, followed by General Procedure E in 49% yield. LCMS Rt=11.16 min, m/z=258 (M+1). 1H NMR (CDCl3, δ): 7.4 (m, 2H), 7.17 (dd, J=2.2, 8.4 Hz, 1H), 2.65 (s, 2H), 2.34 (s, 3H), 2.1-1.6 (m, 8H). 13C NMR (CDCl3, δ, mult): 148.3(0), 132.1(0), 129.9(1), 129.7(0), 129.1(1), 126.5(1), 62.1(2), 51.6(0), 37.3(3), 36.2(2), 23.5(2).

Sources & evidence

ORD record
ord-c844ca1358d9489cb37ca1e4ec5c9c89
Source dataset
uspto-grants-2014_11
Patent number
US08877975B2

Reaction notes

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