Aluminium lithium hydride → HCID 20825583, compound

HRID 586426Notes

Reaction equation

HRID 586426 reaction equation
[CH2:1]([N:8]1[CH2:13][CH2:12][N:11]([C:14]2[N:19]=[C:18]([NH:20][C:21]3[CH:22]=[CH:23][C:24]([CH3:31])=[C:25]([NH:27][C:28](=O)[CH3:29])[CH:26]=3)[CH:17]=[C:16]([N:32]([CH3:34])[CH3:33])[N:15]=2)[CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[H-].[Al+3].[Li+].[H-].[H-].[H-]>O1CCCC1>[CH2:1]([N:8]1[CH2:9][CH2:10][N:11]([C:14]2[N:19]=[C:18]([NH:20][C:21]3[CH:22]=[CH:23][C:24]([CH3:31])=[C:25]([NH:27][CH2:28][CH3:29])[CH:26]=3)[CH:17]=[C:16]([N:32]([CH3:34])[CH3:33])[N:15]=2)[CH2:12][CH2:13]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 21226445Aluminium lithium hydrideHCID 22329451HCID 22329451, compound

Product 1

HCID 20825583HCID 20825583, compoundYield 76%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
90 °C

Procedure

A mixture of N-(5-{[2-(4-benzyl-1-piperazinyl)-6-(dimethylamino)-4-pyrimidinyl]amino}-2-methylphenyl)acetamide (40 mg, 0.08 mmol) and lithium aluminum hydride (76 mg, 2 mmol) in tetrahydrofuran (3 mL) was heated at 90° C. for 12 hours. The crude product was filtered through Celite® and purified by preparative thin-layer chromatography [eluent: EtOAc/hexane (1:1)], giving the desired product (27 mg, 76%).

Workup

  1. filtrationThe crude product was filtered through Celite®
  2. custompurified by preparative thin-layer chromatography [eluent: EtOAc/hexane (1:1)]

Sources & evidence

ORD record
ord-5b1b82d6973b446caf962be6067857d5
Source dataset
uspto-grants-2005_08
Patent number
US06936607B2

Reaction notes

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