4-Fluorobenzyl bromide → 4-((N-(4-fluorobenzyl)-1-phenylmethylsulfonamido)methyl)-cyclohexanecarboxylic acid

HRID 658621

Reaktionsgleichung

Reaktionsgleichung von HRID 658621
[C:1]1([CH2:7][S:8](Cl)(=[O:10])=[O:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[NH2:12][CH2:13][CH:14]1[CH2:19][CH2:18][CH:17]([C:20]([O:22]C)=[O:21])[CH2:16][CH2:15]1.Br[CH2:25][C:26]1[CH:31]=[CH:30][C:29]([F:32])=[CH:28][CH:27]=1>>[F:32][C:29]1[CH:30]=[CH:31][C:26]([CH2:25][N:12]([CH2:13][CH:14]2[CH2:19][CH2:18][CH:17]([C:20]([OH:22])=[O:21])[CH2:16][CH2:15]2)[S:8]([CH2:7][C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)(=[O:10])=[O:9])=[CH:27][CH:28]=1

Komponenten

4

Edukt 3

HCID 680214-Fluorobenzyl bromideHCID 74740Phenylmethanesulfonyl chlorideHCID 12721444(1R,4R)-Methyl 4-(aminomethyl)cyclohexanecarboxylate

Produkt 1

HCID 574503244-((N-(4-fluorobenzyl)-1-phenylmethylsulfonamido)methyl)-cyclohexanecarboxylic acid

Versuchsvorschrift

Prepared as in example 5-10 from phenylmethanesulfonyl chloride and methyl 4-(aminomethyl)cyclohexanecarboxylate and 1-(bromomethyl)-4-fluorobenzene. MS (M−H, 418); 1NMR (400 MHz, DMSO-d6): δ, ppm: 0.639 (m, 2H), 0.897 (m, 2H), 1.034 (m, 1H), 1.467 (d, broad, 2H, J=11.2 Hz), 1.709 (d, broad, 2H, J=11.2 Hz), 1.961 (m, 1H), 2.828 (d, 2H, J=7.6 Hz), 4.207 (s, 2H), 4.449 (s, 2H), 7.155 (t, 2H, J=9.2 Hz), 7.377 (m, 7H), 12 (s, broad, 1H)

Quellen und Nachweise

ORD-Eintrag
ord-55feabda43304eb9993862141bfce6b8
Quelldatensatz
uspto-grants-2011_12
Patentnummer
US08076491B2

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