HCID 53752501, compound → HCID 22004900, compound

HRID 324802Notes

Reaction equation

HRID 324802 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][CH:13]=2)[C:7]([CH:18]=[CH:19][CH2:20][CH3:21])=[C:6]([CH:22]([CH3:24])[CH3:23])[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][CH:13]=2)[C:7]([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 53752501HCID 53752501, compound

Product 1

HCID 22004900HCID 22004900, compound

Reagents, catalysts & solvents 1

HCID 21226206Ethyl acetate hexaneSolvent

Procedure

The title compound was prepared from 2,6-diisopropyl-3-hydroxymethyl-4-phenyl-5-(1-butenyl)pyridine (Example 13) according to the procedure described in Example 1, Step H. 1H NMR (300 MHz, CDCl3): δ7.41 (m, 3 H), 7.17 (m, 2 H), 4.33 (s, 2 H), (sept, J=6.6 Hz, 1 H), 3.24 (sept, J=6.6 Hz, 1 H), 2.28 (m, 2 H), 1.33 (d, J=6.6 Hz, 6 H), 1.31 (d, J=6.6 Hz, 6 H), 1.28 (m, 2 H), 1.14 (m, 3 H), 0.71 (t, J=7 Hz, 3 H). FAB-MS: calculated for (C22H31NO) 325, found 326 (M+H). Anal. Calcd for C22H31NO: C, 81.18; H, 9.60; N, 4.30. Found: C, 81.28; H, 9.87; N, 4.07. mp 83-84° C. Rf=0.4 (20% ethyl acetate/hexane).

Sources & evidence

ORD record
ord-2eeb37db38b64b9091ce87c0ef8a8149
Source dataset
uspto-grants-2001_04
Patent number
US06218431B1

Reaction notes

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