HCID 54242235, compound → HCID 22004896, compound

HRID 324875Notes

Reaction equation

HRID 324875 reaction equation
[CH:1]([C:4]1[C:9]([CH2:10][OH:11])=[C:8]([C:12]2[CH:16]=[CH:15][O:14][CH:13]=2)[C:7]([CH:17]=[CH:18][CH2:19][CH2:20][CH3:21])=[C:6]([CH:22]([CH3:24])[CH3:23])[N:5]=1)([CH3:3])[CH3:2]>CCOC(C)=O>[CH:1]([C:4]1[C:9]([CH2:10][OH:11])=[C:8]([C:12]2[CH:16]=[CH:15][O:14][CH:13]=2)[C:7]([CH2:17][CH2:18][CH2:19][CH2:20][CH3:21])=[C:6]([CH:22]([CH3:23])[CH3:24])[N:5]=1)([CH3:3])[CH3:2]

Participants

3

Reactant 1

HCID 54242235HCID 54242235, compound

Product 1

HCID 22004896HCID 22004896, compoundYield 6%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

The title compound was prepared from 2,6-diisopropyl-3-hydroxymethyl-4-(3-furyl)-5-(pent-1-enyl)pyridine (Example 187) in 6% yield by the methods described in Example 125. FAB-MS: calculated for C21H31NO2 329; found 330 (M+1). 1H NMR (300 MHz, CD3OD): δ 0.83 (t, J=6.8 Hz, 3 H), 1.19-1.36 (m, 19 H), 2.42-2.48 (m, 2 H), 3.25 (septet, J=6.6 Hz, 1 H, 3.45 (septet, J=6.6 Hz, 1 H), 4.38 (s, 2 H), 6.42 (m, 1 H), 7.45-7.46 (m, 1 H), 7.61-7.62 (t, J=1.7 Hz, 1 H). Anal. calc for C21H31NO2: C, 76.55; H, 9.48; N, 4.25. Found: C, 76.41; H, 9.76; N, 4.24. Rf=0.59 (20% EtOAc/hex). mp 98-100 ° C.

Sources & evidence

ORD record
ord-bc10138b4bff41dd90694f5615cb792a
Source dataset
uspto-grants-2001_04
Patent number
US06218431B1

Reaction notes

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