4-(Aminomethyl)cyclohexanecarboxylic acid → HCID 25205186, compound

HRID 658619Notes

Reaction equation

HRID 658619 reaction equation
[C:1]1([S:7](Cl)(=[O:9])=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[NH2:11][CH2:12][CH:13]1[CH2:18][CH2:17][CH:16]([C:19]([OH:21])=[O:20])[CH2:15][CH2:14]1.Br[CH2:23][C:24]1[CH:29]=[CH:28][C:27]([F:30])=[CH:26][CH:25]=1>>[F:30][C:27]1[CH:28]=[CH:29][C:24]([CH2:23][N:11]([CH2:12][CH:13]2[CH2:14][CH2:15][CH:16]([C:19]([OH:21])=[O:20])[CH2:17][CH2:18]2)[S:7]([C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)(=[O:9])=[O:8])=[CH:25][CH:26]=1

Participants

4

Reactant 3

HCID 55264-(Aminomethyl)cyclohexanecarboxylic acidHCID 7369Benzenesulfonyl chlorideHCID 680214-Fluorobenzyl bromide

Product 1

HCID 25205186HCID 25205186, compound

Procedure

Prepared as in example 5-11 from benzenesulfonyl chloride, 4-(aminomethyl)-cyclohexanecarboxylic acid and 1-(bromomethyl)-4-fluorobenzene. MS (M+H, 406); 1H NMR (400 MHz, DMSO-d6): δ, ppm: 0.77 (m, 2H), 0.94 (m, 2H), 0.98 (m, 2H), 1.50 (m, 2H0, 1.75 (m, 2H), 1.77 (m, 1H), 2.80 (d, 2H), 4.28 (s, 2H), 7.20 (m, 2H), 7.38 (m, 2H), 7.62 (m, 2H), 7.70 (m, 1H), 7.88 (m, 2H), 11.93 (br, s, 1H).

Sources & evidence

ORD record
ord-fb05dd3d4cd246c981d7f43387aeee92
Source dataset
uspto-grants-2011_12
Patent number
US08076491B2

Reaction notes

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