Aluminium lithium hydride → HCID 20200365, compound

HRID 637466Notes

Reaction equation

HRID 637466 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 16 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 16 hr
  3. temperaturethe mixture refluxed overnight

Sources & evidence

ORD record
ord-eb5f4ac69df9400d946eb88b547c4589
Source dataset
uspto-grants-1985_12
Patent number
US04556667

Reaction notes

Loading…