HCID 54380933, compound → HCID 22004963, compound

HRID 324851Notes

Reaction equation

HRID 324851 reaction equation
[CH:1]([C:4]1[C:9]([CH2:10][OH:11])=[C:8]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=2[CH3:18])[C:7]([CH:19]=[CH:20][CH2:21][CH2:22][CH3:23])=[C:6]([CH:24]([CH3:26])[CH3:25])[N:5]=1)([CH3:3])[CH3:2]>C(OCC)(=O)C.CCCCCC>[CH:1]([C:4]1[C:9]([CH2:10][OH:11])=[C:8]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=2[CH3:18])[C:7]([CH2:19][CH2:20][CH2:21][CH2:22][CH3:23])=[C:6]([CH:24]([CH3:25])[CH3:26])[N:5]=1)([CH3:3])[CH3:2]

Participants

3

Reactant 1

HCID 54380933HCID 54380933, compound

Product 1

HCID 22004963HCID 22004963, compound

Reagents, catalysts & solvents 1

HCID 21226206Ethyl acetate hexaneSolvent

Procedure

The title compound was prepared from 2,6-diisopropyl-3-hydroxymethyl-4-(2-methylphenyl)-5-(pent-1-enyl)pyridine (Example 141) by the procedure described in Example 126. 1H NMR (300 MHz, CDCl3): δ 0.76 (t, J=6.6 Hz, 3 H), 1.0-1.40 (m, 19 H), 1.97 (s, 3 H), 2.0 (m, 1 H), 2.35 (m, 1 H), 3.22 (m, 1 H), 3.42 (m, 1 H), 4.16 (dd, J=12.0, 5.0 Hz, 1 H), 4.40 (dd, J=12.0, 5.0 Hz, 1 H), 7.0-7.10 (m, 1 H), 7.20-7.40 (m, 3 H). FAB-MS: calculated for C24H5NO 354; found 354 (M+H, 100%). Rf=0.32 (10% ethyl acetate/n-hexane). mp 81-83° C.

Sources & evidence

ORD record
ord-8a29c2e69fb84fdeb825560e9f958e03
Source dataset
uspto-grants-2001_04
Patent number
US06218431B1

Reaction notes

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