HCID 13567453, compound → HCID 13567463, compound

HRID 2052440Notes

Reaction equation

HRID 2052440 reaction equation
[OH:1][C:2]1[C:12]2[NH:11][CH:10](OC)[CH:9]3[CH2:15][CH2:16][CH2:17][N:8]3[C:7](=[O:18])[C:6]=2[CH:5]=[CH:4][C:3]=1[CH3:19]>C(#N)C>[OH:1][C:2]1[C:12]2[N:11]=[CH:10][CH:9]3[CH2:15][CH2:16][CH2:17][N:8]3[C:7](=[O:18])[C:6]=2[CH:5]=[CH:4][C:3]=1[CH3:19]

Participants

3

Reactant 1

HCID 13567453HCID 13567453, compound

Product 1

HCID 13567463HCID 13567463, compoundYield 80%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

90.4 mg of 2,3,5,10,11,11 a-hexahydro-9-hydroxy-11-methoxy-8-methyl-1H-pyrrolo[2,1-C][1,4]benzodiazepin-5-one was dissolved in 15 ml of acetonitrile at an elevated temperature. After dissolution, the solution was concentrated first at ordinary pressure and then under a reduced pressure. The concentrate was dissolved in 1.5 ml of hot benzene, and then 25 ml of n-hexane was added thereto, and the separated precipitate was collected by filtration. This procedure was repeated 2 to 3 times, and there was obtained 63.5 mg of 2,3,5,11 a-tetrahydro-9-hydroxy-8-methyl-1H-pyrrolo[2,1-C][1,4]benzodiazepin-5-one as a light yellow powdery product. It had a melting point of 147.5° to 150° C.

Workup

  1. dissolutionAfter dissolution
  2. concentrationthe solution was concentrated first at ordinary pressure
  3. dissolutionThe concentrate was dissolved in 1.5 ml of hot benzene
  4. addition25 ml of n-hexane was added
  5. filtrationthe separated precipitate was collected by filtration

Sources & evidence

ORD record
ord-4b872b8997cb4c47b4c92c4651ec271f
Source dataset
uspto-grants-1980_01
Patent number
US04185016

Reaction notes

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