HCID 54279682, compound → HCID 22005295, compound

HRID 324798Notes

Reaction equation

HRID 324798 reaction equation
[CH2:1]([C:3]1[C:8]([CH2:9][OH:10])=[C:7]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[C:6]([CH:17]=[CH:18][CH2:19][CH2:20][CH3:21])=[C:5]([CH2:22][CH3:23])[N:4]=1)[CH3:2]>C(OCC)(=O)C.CCCCCC>[CH2:1]([C:3]1[C:8]([CH2:9][OH:10])=[C:7]([C:11]2[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=2)[C:6]([CH2:17][CH2:18][CH2:19][CH2:20][CH3:21])=[C:5]([CH2:22][CH3:23])[N:4]=1)[CH3:2]

Participants

3

Reactant 1

HCID 54279682HCID 54279682, compound

Product 1

HCID 22005295HCID 22005295, compound

Reagents, catalysts & solvents 1

HCID 21226206Ethyl acetate hexaneSolvent

Procedure

The title compound was prepared from 2,6-diethyl-3-hydroxymethyl-4-phenyl-5-(1-pentenyl)pyridine (Example 6) according to the procedure described in Example 1, Step H. 1H NMR (300 MHz, CDCl3): δ7.42 (m, 3 H), 7.18 (m, 2 H), 4.34 (d, J=6 Hz, 2 H), 2.96 (q, J=7.7 Hz, 2 H), 2.84 (q, J=7.7 Hz, 2 H), 2.28 (m, 2 H), 1.34 (m, 9 H), 1.09 (m, 4 H), 0.76 (t, J=7 Hz, 3 H). FAB-MS: calculated for (C21H29NO) 311, found 312 (M+H). mp 76-77C. Rf=0.5 (50% ethyl acetate/hexane).

Sources & evidence

ORD record
ord-e4eeba2db6a040d9a26fb5f52453276a
Source dataset
uspto-grants-2001_04
Patent number
US06218431B1

Reaction notes

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