Methylamine → HCID 51346820, compound

HRID 333253Notes

Reaction equation

[CH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[C:11]1([C:17](O)=O)[CH2:16][CH2:15][CH2:14][CH2:13][CH2:12]1.[CH3:20][NH2:21]>>[CH3:20][NH:21][CH2:17][C:11]1([C:2]2[CH:3]=[CH:4][C:5]3[C:10](=[CH:9][CH:8]=[CH:7][CH:6]=3)[CH:1]=2)[CH2:16][CH2:15][CH2:14][CH2:13][CH2:12]1

Participants

Reactant 2

HCID 6329Methylamine

HCID 68674925HCID 68674925, compound

Product 1

HCID 51346820HCID 51346820, compoundYield 74%

Procedure

The title compound was synthesized from 1-(naphthalen-2-yl)cyclohexane-carboxylic acid and methyl amine using General Procedure G, followed by General Procedure E in 74% yield as a clear oil. LCMS Rt=7.66 min, m/z=254 (M+1). 1H NMR (CDCl3, δ): 7.82 (m, 4H), 7.54 (dd, J=1.8, 8.7 Hz, 1H), 7.45 (m, 2H), 2.69 (s, 2H), 2.3 (m, 2H), 2.25 (m, 3H), 1.8-1.3 (m, 8H). 13C NMR (CDCl3, δ, mult): 142.7(0), 133.4(0), 131.7(0), 128.0(1), 127.9(1), 127.2(1), 126.1(1), 125.7(1), 125.4(1), 125.0(1), 64.4(2), 42.4(0), 37.3(3), 34.7(2), 26.7(2), 22.3(2).

Sources & evidence

ORD record: ord-28c4c12cd4c84e6fa38a5fa9c3d32dfd
Source dataset: uspto-grants-2014_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08877975B2

Reaction notes

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