Aluminium lithium hydride → HCID 89874568, compound

HRID 715467Notes

Reaction equation

HRID 715467 reaction equation
[F:1][C:2]1[CH:22]=[CH:21][C:5]([CH2:6][O:7][C:8]2[C:9]([CH3:20])=[CH:10][C:11]([C:14](N(OC)C)=[O:15])=[N:12][CH:13]=2)=[CH:4][CH:3]=1.[H-].[Al+3].[Li+].[H-].[H-].[H-]>>[F:1][C:2]1[CH:22]=[CH:21][C:5]([CH2:6][O:7][C:8]2[C:9]([CH3:20])=[CH:10][C:11]([CH:14]=[O:15])=[N:12][CH:13]=2)=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 21226445Aluminium lithium hydrideHCID 89875655HCID 89875655, compound

Product 1

HCID 89874568HCID 89874568, compoundYield 97%

Procedure

The title compound is prepared in 97% yield (1.03 g, pale red solid) from 5-((4-fluorobenzyl)oxy)-N-methoxy-N,4-dimethylpicolinamide (1.32 g, 4.33 mmol, Step-4) and lithium aluminum hydride (82 mg, 2.2 mmol) in a similar manner to Step-2 of Amine-3.

Sources & evidence

ORD record
ord-1081e6772279403aa48a898628d331bc
Source dataset
uspto-grants-2015_11
Patent number
US09187475B2

Reaction notes

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