HCID 86584322, compound → HCID 69587403, compound

HRID 2307963Notes

Reaction equation

HRID 2307963 reaction equation
[CH2:1]([CH:3]([NH:6][C:7]1[CH:12]=[C:11]([CH3:13])[N:10]=[C:9]([O:14][C:15]2[C:20]([CH3:21])=[CH:19][C:18]([CH3:22])=[CH:17][C:16]=2[CH3:23])[C:8]=1[CH:24]=[O:25])[CH2:4][CH3:5])[CH3:2].[Li].[CH3:27][Li]>C1COCC1>[CH2:1]([CH:3]([NH:6][C:7]1[CH:12]=[C:11]([CH3:13])[N:10]=[C:9]([O:14][C:15]2[C:16]([CH3:23])=[CH:17][C:18]([CH3:22])=[CH:19][C:20]=2[CH3:21])[C:8]=1[CH:24]([OH:25])[CH3:27])[CH2:4][CH3:5])[CH3:2]

Participants

4

Reactant 2

HCID 86584322HCID 86584322, compoundHCID 178506918HCID 178506918, compound

Product 1

HCID 69587403HCID 69587403, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

The title compound was prepared by reacting 4-(1-ethyl-propylamino)-6-methyl-2-(2,4,6-trimethyl-phenoxy)-pyridine-3-carbaldehyde with methyllithium lithium in THF at −78° C. The desired product was isolated after silica gel column chromatography to give 60.1% of a colorless oil. 1H NMR(CDCl3) d 6.87(s,2H), 6.06(s,1H), 5.7(q,1H), 3.3(m,1H), 2.29(s,3H), 2.12(s,6H), 2.069s,3H), 1.4-1.7(m,4H), 1.59(d,3H), 0.8-1.0(m,6H) ppm.

Workup

  1. customThe title compound was prepared
  2. customat −78° C

Sources & evidence

ORD record
ord-16053031b156414caf8850779d3b3d85
Source dataset
uspto-grants-2004_12
Patent number
US06833378B2

Reaction notes

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