Dimethylamine → HCID 53322409, compound

HRID 333258Notes

Reaction equation

HRID 333258 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2([CH:14]=O)[CH2:13][CH2:12][CH2:11][CH2:10][CH2:9]2)=[CH:4][C:3]=1[F:16].[CH3:17][NH:18][CH3:19]>>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2([CH2:14][N:18]([CH3:19])[CH3:17])[CH2:13][CH2:12][CH2:11][CH2:10][CH2:9]2)=[CH:4][C:3]=1[F:16]

Participants

3

Reactant 2

HCID 674DimethylamineHCID 58954825HCID 58954825, compound

Product 1

HCID 53322409HCID 53322409, compoundYield 97%

Procedure

The title compound was synthesized from 1-(4-chloro-3-fluorophenyl)cyclohexanecarbaldehyde and dimethyl amine using General Procedure H1 and was obtained in 97% yield. LCMS Rt=9.07 min, m/z=270 (M+1). 1H NMR (CDCl3, δ): 7.31 (t, J=8.2 Hz, 1H), 7.17 (dd, J=2.1, 11.7 Hz, 1H), 7.09 (dd, J=1.8, 8.5 Hz, 1H), 2.30 (s, 2H), 2.0 (m, 2H), 1.99 (s, 3H), 1.7-1.3 (m, 8H). 13C NMR (CDCl3, δ, mult): 159.2(0), 156.7(0), 147.8(0), 129.7(1), 123.9(1), 123.8(1), 117.5(0), 117.3(0), 115.9(1), 115.7(1), 72.5(2), 48.4(3), 43.3(0), 34.1(2), 26.4(2), 22.1(2).

Workup

  1. customwas obtained in 97% yield

Sources & evidence

ORD record
ord-3ecb4d655c014a409e5be297e6556229
Source dataset
uspto-grants-2014_11
Patent number
US08877975B2

Reaction notes

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