4-(Bromomethyl)-2-chloro-1-fluorobenzene → (1S,2R)-2-[(4-Chlorobenzenesulfonyl)-(3-chloro-4fluoro-benzyl)-amino]-cyclohexanecarboxylic acid amide

HRID 7033

反応式

HRID 7033 の反応式
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([NH:11][C@@H:12]2[CH2:17][CH2:16][CH2:15][CH2:14][C@@H:13]2[C:18]([NH2:20])=[O:19])(=[O:10])=[O:9])=[CH:4][CH:3]=1.Br[CH2:22][C:23]1[CH:28]=[CH:27][C:26]([F:29])=[C:25]([Cl:30])[CH:24]=1>>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([N:11]([CH2:22][C:23]2[CH:28]=[CH:27][C:26]([F:29])=[C:25]([Cl:30])[CH:24]=2)[C@@H:12]2[CH2:17][CH2:16][CH2:15][CH2:14][C@@H:13]2[C:18]([NH2:20])=[O:19])(=[O:9])=[O:10])=[CH:4][CH:3]=1

参加物

3

反応物 2

HCID 27575424-(Bromomethyl)-2-chloro-1-fluorobenzeneHCID 69656354(1S,2R)-2-(4-chlorobenzenesulfonylamino)-cyclohexanecarboxylic acid amide

生成物 1

HCID 69656201(1S,2R)-2-[(4-Chlorobenzenesulfonyl)-(3-chloro-4fluoro-benzyl)-amino]-cyclohexanecarboxylic acid amide収率 43%

実験手順

The titled compound was prepared in 43% yield from (1S,2R)-2-(4-chlorobenzenesulfonylamino)-cyclohexanecarboxylic acid amide (75 mg, 0.237 mmol) and 4-bromomethyl-2-chloro-1-fluoro-benzene (56 mg, 0.249 mmol) according to the procedure described for Example 3: 1H NMR (500 Mz, DMSO) δ 7.80 (d, 2 H, J=8.5), 7.63 (d, 2 H, J=8.8), 7.38–7.27 (m, 4 H), 6.67 (br s, 1 H), 4.52 (ABq, 2 H, Δv=92.1, Jab=17.1), 3.87, 2.79 (m, 1 H), 2.44 (m, 1 H), 1.78 (m, 1 H), 1.64 (m, 2 H), 1.42–1.20 (m, 3 H), 0.90 (m, 1 H); MS m/e 481.2 (M+Na)+.

出典と根拠

ORDレコード
ord-fc5d1a3ab1bd44959d062ec02630b953
出典データセット
uspto-grants-2006_08
特許番号
US07084178B2

関連ノート

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