Water → HCID 13120748, compound

HRID 1462640Notes

Reaction equation

HRID 1462640 reaction equation
[H-].[Al+3].[Li+].[H-].[H-].[H-].C([O:9][C:10](=O)[CH2:11][N:12]1[CH:21]=[C:20]2[C:14]([CH2:15][N:16]=[C:17]([C:27]3[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=3)[C:18]3[CH:25]=[C:24]([Cl:26])[CH:23]=[CH:22][C:19]=32)=[N:13]1)C.O>CCOCC.O1CCCC1.C(Cl)Cl>[Cl:26][C:24]1[CH:23]=[CH:22][C:19]2[C:20]3[C:14](=[N:13][N:12]([CH2:11][CH2:10][OH:9])[CH:21]=3)[CH2:15][N:16]=[C:17]([C:27]3[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=3)[C:18]=2[CH:25]=1

Participants

7

Reactant 3

HCID 962WaterHCID 21226445Aluminium lithium hydrideHCID 53664244HCID 53664244, compound

Product 1

HCID 13120748HCID 13120748, compound

Reagents, catalysts & solvents 3

HCID 3283Diethyl EtherSolventHCID 6344DichloromethaneSolventHCID 8028TetrahydrofuranSolvent

Procedure

A solution of 0.4 g (0.01 mol) of lithium aluminum hydride in 80 ml of ether was cooled to -30°. A solution of 0.8 g (2.1 mmol) of 8-chloro-6-phenyl-2H,4H-pyrazolo[3,4-d][2]benzazepine-2-acetic acid ethyl ester in 5 ml of tetrahydrofuran was added and the mixture was stirred at -10° to -5° for 15 min. The reaction mixture was hydrolized by addition of 2 ml of water, diluted with methylene chloride and filtrated over Celite. The filtrate was evaporated and the residue was crystallized from ether to yield colorless crystals which were recrystallized for analysis from ethyl acetate, hexane, mp 173°-175°.

Workup

  1. filtrationfiltrated over Celite
  2. customThe filtrate was evaporated
  3. customthe residue was crystallized from ether
  4. customto yield colorless crystals which
  5. customwere recrystallized for analysis from ethyl acetate, hexane, mp 173°-175°

Sources & evidence

ORD record
ord-f058074146e742dc828ea434f6be61d3
Source dataset
uspto-grants-1984_07
Patent number
US04460781

Reaction notes

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