Hydrochloric Acid → HCID 11023487, compound

HRID 2393489Notes

Reaction equation

HRID 2393489 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[C:11]([C:12]3[CH:17]=[CH:16][C:15]([N+:18]([O-:20])=[O:19])=[CH:14][CH:13]=3)=[N:10][N:9]=[C:8]([CH3:21])[CH2:7][C:6]=2[CH:22]=1.Cl.[BH4-].[Na+].C(=O)([O-])[O-].[Na+].[Na+]>CO.O>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[C:11]([C:12]3[CH:13]=[CH:14][C:15]([N+:18]([O-:20])=[O:19])=[CH:16][CH:17]=3)=[N:10][NH:9][CH:8]([CH3:21])[CH2:7][C:6]=2[CH:22]=1

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 10340Sodium CarbonateHCID 4311764Sodium borohydrideHCID 11120579HCID 11120579, compound

Product 1

HCID 11023487HCID 11023487, compoundYield 97.4%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Conditions

Temperature
25 °C

Procedure

1.5 g (4.78 mmoles) of the benzodiazepine derivative prepared in Step C are suspended in 60 ml of methanol, and to the suspension obtained, 4.64 g (57.3 mmoles) of concentrated hydrochloric acid are added, then, under cold water cooling, 2.07 g (54.8 mmoles) of sodium borohydride are added in portions. The suspension is stirred at 25° C. for 1 hour, then solid sodium carbonate is added to adjust the pH of the mixture to a value of about 8. The mixture is diluted with 60 ml of water, the product separated is filtered, washed 4 times using 5 ml of 50% aqueous methanol each time, and dried to obtain 1.47 g (97.4%) of the title compound. M.p.: 152°-154° C.

Workup

  1. customto the suspension obtained
  2. customthe product separated
  3. filtrationis filtered
  4. washwashed 4 times
  5. customdried

Sources & evidence

ORD record
ord-bf1de563ccc74e1a98790c4f33a511c6
Source dataset
uspto-grants-1998_09
Patent number
US05807851

Reaction notes

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