Ethyl acetate hexane → HCID 67484911, compound

HRID 324815Notes

Reaction equation

C([C:4]1C(CO)=[C:8]([C:12]2[CH:17]=[CH:16][C:15]([F:18])=[CH:14][CH:13]=2)[C:7](/[CH:19]=[CH:20]/[C:21]2[CH:26]=[CH:25][C:24]([CH3:27])=[CH:23][CH:22]=2)=[C:6]([CH:28]([CH3:30])[CH3:29])[N:5]=1)(C)C.C([O:34][CH2:35][CH3:36])(=O)C.[CH3:37][CH2:38][CH2:39]CCC>>[CH:38]([CH:36]1[C:35]([OH:34])=[C:8]([C:12]2[CH:17]=[CH:16][C:15]([F:18])=[CH:14][CH:13]=2)[C:7]([CH2:19][CH2:20][C:21]2[CH:26]=[CH:25][C:24]([CH3:27])=[CH:23][CH:22]=2)=[C:6]([CH:28]([CH3:29])[CH3:30])[N:5]1[CH3:4])([CH3:39])[CH3:37]

Participants

Reactant 2

HCID 21226206Ethyl acetate hexane

HCID 22005088HCID 22005088, compound

Product 1

HCID 67484911HCID 67484911, compound

Procedure

The title compound was prepared from 2,6diisopropyl-3-hydroxymethyl-4-(4-fluorophenyl)-5-[2(E)-(4-methylphenyl)ethenyl]pyridine (Example 42 ) according to the procedure described in Example 1, Step H. 1H NMR (300 MHz, CDCl3): δ7.17 (m, 4 H), 7.02 (d, J=7.7 Hz, 2 H), 6.75 (d, J=7.7 Hz, 2 H), 4.36 (d, J=4 Hz, 2 H), 3.43 (sept, J=6.6 Hz, 1 H), 3.34 (sept, J=6.6 Hz, 1 H), 2.55 (m, 4 H), 2.29 (s, 3 H), 1.34 (d, J=6.6 Hz, 6 H), 1.33 (d, J=6.6 Hz, 6 H), 1.20 (m, 1 H). FAB-MS: calculated for (C27H32FNO) 405, found 406 (M+H). Anal. Calcd for C27H32FNO: C, 79.96; H, 7.95; N, 3.45. Found: C, 79.40; H, 7.84; N, 3.44. mp 121-123° C. Rf=0.3 (20% ethyl acetate/hexane). vl)propyllpyridine

Sources & evidence

ORD record: ord-01be8f812cbb44fdb43dc99eaef50087
Source dataset: uspto-grants-2001_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06218431B1

Reaction notes

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