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

HRID 7032

반응식

HRID 7032 반응식
[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]([O:29][C:30]([F:33])([F:32])[F:31])=[C:25]([Cl:34])[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]([O:29][C:30]([F:31])([F:32])[F:33])=[C:25]([Cl:34])[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

참가 물질

3

반응물 2

HCID 27738494-(Bromomethyl)-2-chloro-1-(trifluoromethoxy)benzeneHCID 69656354(1S,2R)-2-(4-chlorobenzenesulfonylamino)-cyclohexanecarboxylic acid amide

생성물 1

HCID 11168449(1S,2R)-2-[(4-Chlorobenzenesulfonyl)-(3-chloro-4-trifluoromethoxy-benzyl)-amino]-cyclohexanecarboxylic acid amide수율 59%

실험 절차

The titled compound was prepared in 59% yield from (1S,2R)-2-(4-chlorobenzenesulfonylamino)-cyclohexanecarboxylic acid amide (75 mg, 0.237 mmol) and 4-bromomethyl-2-chloro-1-trifluoromethoxy-benzene (72 mg, 0.249 mmol) according to the procedure described for Example 3: 1H NMR (500 Mz, DMSO) δ 7.81 (d, 2 H, J=8.5), 7.63 (d, 2 H, J=8.6), 7.48 (br s, 1 H), 7.44–7.35 (m, 4 H), 6.70 (br s, 1 H), 4.56 (ABq, 2 H, Δv=106, Jab=17.1), 3.88 (m, 1 H), 2.82 (m, 1 H), 2.44 (m, 1 H), 1.80 (m, 1 H), 1.67 (m, 2 H), 1.39–1.22 (m, 3 H), 0.89 (m, 1 H); MS m/e 547.2 (M+Na)+.

출처 및 근거

ORD 기록
ord-a640596bee56439294189a305e34ca1b
출처 데이터셋
uspto-grants-2006_08
특허 번호
US07084178B2

연결된 노트

불러오는 중…