Aluminium lithium hydride → HCID 54155431, compound

HRID 1858105Notes

Reaction equation

HRID 1858105 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH2:11][CH2:10][CH:9]1[CH2:14][CH2:15][O:16][C:17]1[C:26]2[C:21](=[CH:22][C:23]([Cl:35])=[C:24]([CH:27]=[N:28][C:29]3[CH:34]=[CH:33][N:32]=[CH:31][N:30]=3)[CH:25]=2)[NH:20][C:19](=[O:36])[C:18]=1[C:37]1[CH:42]=[C:41]([CH3:43])[CH:40]=[C:39]([CH3:44])[CH:38]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[H-].[Al+3].[Li+].[H-].[H-].[H-]>>[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH2:11][CH2:10][CH:9]1[CH2:14][CH2:15][O:16][C:17]1[C:26]2[C:21](=[CH:22][C:23]([Cl:35])=[C:24]([CH2:27][NH:28][C:29]3[CH:34]=[CH:33][N:32]=[CH:31][N:30]=3)[CH:25]=2)[NH:20][C:19](=[O:36])[C:18]=1[C:37]1[CH:38]=[C:39]([CH3:44])[CH:40]=[C:41]([CH3:43])[CH:42]=1)=[O:7])([CH3:3])([CH3:2])[CH3:4]

Participants

3

Reactant 2

HCID 21226445Aluminium lithium hydrideHCID 70297461HCID 70297461, compound

Product 1

HCID 54155431HCID 54155431, compound

Procedure

To a solution of 2-{2-[7-chloro-3-(3,5-dimethylphenyl)-2-oxo-6-(pyrimidin-4-yliminomethyl)-1,2-dihydroquinolin-4-yloxy]-ethyl )-piperidine-1-carboxylic acid tert-butyl ester (36 mg in 2 mL dry tetrahydrofuran) at -10° C. was added a 1M solution of lithium aluminum hydride (2 mL) and the mixture stirred at low temperature. After 2 hours, the reaction was quenched by the addition of water, filtered and the organic portion concentrated in vacuo. Purification by preparative tic on silica gel gave the title compound.(12 mg).

Workup

  1. customthe reaction was quenched by the addition of water
  2. filtrationfiltered
  3. concentrationthe organic portion concentrated in vacuo
  4. customPurification by preparative tic on silica gel

Sources & evidence

ORD record
ord-5c32de250aa74b52bf172941d4ad9bf3
Source dataset
uspto-grants-2000_11
Patent number
US06150352

Reaction notes

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