Aluminium lithium hydride → HCID 86625537, compound

HRID 2266025Notes

Reaction equation

HRID 2266025 reaction equation
CON(C)[C:4](=[O:20])[C:5]1[CH:10]=[CH:9][C:8]([C:11]([F:14])([F:13])[F:12])=[N:7][C:6]=1[CH2:15][CH2:16][CH2:17][O:18][CH3:19].[H-].[H-].[H-].[H-].[Li+].[Al+3]>C1COCC1>[CH3:19][O:18][CH2:17][CH2:16][CH2:15][C:6]1[C:5]([CH:4]=[O:20])=[CH:10][CH:9]=[C:8]([C:11]([F:12])([F:14])[F:13])[N:7]=1

Participants

4

Reactant 2

HCID 21226445Aluminium lithium hydrideHCID 86625536HCID 86625536, compound

Product 1

HCID 86625537HCID 86625537, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

N-Methoxy-2-(3-methoxy-propyl)-N-methyl-6-trifluoromethyl-nicotinamide (156 mg, 0.509 mmol) was reacted with 1M-LAH in THF solution to give 2-(3-methoxy-propyl)-6-trifluoromethyl-pyridine-3-carbaldehyde quantitatively as oil. The crude product was used directly in the following reaction. 2-(3-Methoxy-propyl)-6-trifluoromethyl-pyridine-3-carbaldehyde was reacted with methyl(triphenylphosphoranylidene)acetate (204 mg, 0.61 mmol) to give 3-[2-(3-methoxy-propyl)-6-trifluoromethyl-pyridin-3-yl]-acrylic acid methyl ester (124 mg, 80%).

Sources & evidence

ORD record
ord-4c5c7fca1ace4d3ebfead2765f5c1177
Source dataset
uspto-grants-2010_12
Patent number
US07858621B2

Reaction notes

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