Aluminium lithium hydride → HCID 20200365, compound

HRID 2413001Notes

Reaction equation

HRID 2413001 reaction equation
C(O[C:4](=O)[NH:5][CH2:6][CH2:7][CH2:8][N:9]1[C:15]2[CH:16]=[CH:17][CH:18]=[CH:19][C:14]=2[C:13]([C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)=[N:12][C:11]2[CH:26]=[CH:27][CH:28]=[N:29][C:10]1=2)C.[H-].[Al+3].[Li+].[H-].[H-].[H-]>O1CCCC1>[C:20]1([CH:13]2[C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=3[N:9]([CH2:8][CH2:7][CH2:6][NH:5][CH3:4])[C:10]3[N:29]=[CH:28][CH:27]=[CH:26][C:11]=3[NH:12]2)[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=1

Participants

4

Reactant 2

HCID 21226445Aluminium lithium hydride2×HCID 54481943HCID 54481943, compound

Product 1

HCID 20200365HCID 20200365, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 1.4 g (0.0035 mole) of N-[3-[6-phenyl)-11H-pyrido[2,3-b][1,4]benzodiazepine-11-yl]propyl]carbamic acid ethyl ester (from Example 29) in tetrahydrofuran under nitrogen gas was added 0.4 g (0.0105 mole) of lithium aluminum hydride and slight exothermic reaction occurred. The mixture was cooled to prevent overheating. The mixture was stirred at reflux temperature for 6 hr. Thin layer chromatography indicated only partial conversion had occurred. An additional 0.4 g (0.0105 mole) of lithium aluminum hydride was added and the mixture refluxed overnight. Thin-layer chromatography indicated the product was predominantly the title compound.

Workup

  1. temperatureThe mixture was cooled
  2. temperatureat reflux temperature for 6 hr
  3. temperaturethe mixture refluxed overnight

Sources & evidence

ORD record
ord-2601c77f338a47e98c58146ecf6be112
Source dataset
uspto-grants-1985_01
Patent number
US04495183

Reaction notes

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