(2-Methylbenzyl)triphenylphosphonium bromide → 2,6-Diisopropyl-3-hydroxymethyl-4-(4-fluorophenyl)-5-[3-(2-methylphenyl)propyl]pyridine

HRID 324820

반응식

HRID 324820 반응식
C[O:2][C:3]([C:5]1[C:6]([CH:24]([CH3:26])[CH3:25])=[N:7][C:8]([CH:21]([CH3:23])[CH3:22])=[C:9]([CH2:18][CH:19]=O)[C:10]=1[C:11]1[CH:16]=[CH:15][C:14]([F:17])=[CH:13][CH:12]=1)=O.[Br-].[CH3:28][C:29]1[CH:54]=[CH:53][CH:52]=[CH:51][C:30]=1[CH2:31][P+](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1>C(OCC)(=O)C.CCCCCC>[CH:24]([C:6]1[C:5]([CH2:3][OH:2])=[C:10]([C:11]2[CH:12]=[CH:13][C:14]([F:17])=[CH:15][CH:16]=2)[C:9]([CH2:18][CH2:19][CH2:28][C:29]2[CH:54]=[CH:53][CH:52]=[CH:51][C:30]=2[CH3:31])=[C:8]([CH:21]([CH3:23])[CH3:22])[N:7]=1)([CH3:26])[CH3:25]

참가 물질

4

반응물 2

HCID 197738(2-Methylbenzyl)triphenylphosphonium bromideHCID 22005171Methyl-2,6-diisopropyl-4-(4-fluorophenyl)-5-(2-oxoethyl)-3-pyridinecarboxylate

생성물 1

HCID 220051362,6-Diisopropyl-3-hydroxymethyl-4-(4-fluorophenyl)-5-[3-(2-methylphenyl)propyl]pyridine

시약·촉매·용매 1

HCID 21226206Ethyl acetate hexane용매

실험 절차

The title compound was prepared from methyl-2,6-diisopropyl-4(4-fluorophenyl)-5-(2-oxoethyl)-3-pyridinecarboxylate (Example 82, Step A) and 2-methylbenzyl triphenylphosphonium bromide according to the procedures described in Example 1, Steps F-H. 1H NMR (300 MHz, CDCl3): δ 7.07 (m, 7 H), 6.90 (m, 1 H), 4.31 (s, 2 H), 3.39 (sept, J=6.6 Hz, 1 H), 3.15 (sept, J=6.6 Hz, 1 H), 2.43 (t, J=7.5 Hz, 2 H), 2.34 (m, 2 H), 2.17 (s, 3 H), 1.6 (m, 2 H), 1.31 (d, J=6.6 Hz, 6 H), 1.27 (d, J=6.6 Hz, 6 H), 1.15 (m, 1 H). FAB-MS: calcd for (C28H34FNO) 419, found 420 (M+H). Anal. Calcd for C28H34FNO: C, 80.15; H, 8.17; N, 3.34. Found: C, 80.12; H, 8.01; N, 3.25. mp 65-70° C. Rf=0.4 (20% ethyl acetate/hexane).

출처 및 근거

ORD 기록
ord-a279753660b244fc8a60985feaaf3fbd
출처 데이터셋
uspto-grants-2001_04
특허 번호
US06218431B1

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