Sodium borohydride → HCID 18401498, compound

HRID 1018455Notes

Reaction equation

HRID 1018455 reaction equation
[CH:1]([C:3]1[CH2:9][C:8]2[CH:10]=[CH:11][C:12]([Cl:14])=[CH:13][C:7]=2[C:6]([C:15]2[CH:20]=[CH:19][C:18]([N+:21]([O-:23])=[O:22])=[CH:17][CH:16]=2)=[N:5][N:4]=1)=[O:2].[BH4-].[Na+]>O1CCCC1.O>[OH:2][CH2:1][C:3]1[CH2:9][C:8]2[CH:10]=[CH:11][C:12]([Cl:14])=[CH:13][C:7]=2[C:6]([C:15]2[CH:20]=[CH:19][C:18]([N+:21]([O-:23])=[O:22])=[CH:17][CH:16]=2)=[N:5][N:4]=1

Participants

5

Reactant 2

HCID 4311764Sodium borohydrideHCID 18401493HCID 18401493, compound

Product 1

HCID 18401498HCID 18401498, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolvent2×HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
25 °C

Procedure

2.15 g (6.6 mM) of 4-formyl-8-chloro-1-(4-nitrophenyl)-5H-2,3-benzodiazepine [prepared according to Step a)] were dissolved in 88 ml of a mixture of tetrahydrofuran and water (1:1), then under ice chilling 0.12 g (3.3 mM) of sodium borohydride was added portion-wise. The reaction mixture was stirred at 25° C. for 40 minutes then it was diluted with 90 ml of water. The precipitated crystals were filtered and purified on a Kieselgel column using a mixture of benzene and ethyl acetate (1:1) as eluant.

Workup

  1. filtrationThe precipitated crystals were filtered
  2. custompurified on a Kieselgel column
  3. additiona mixture of benzene and ethyl acetate (1:1) as eluant

Sources & evidence

ORD record
ord-5d94d4b59bc74ea993f3b6f411b8f9a0
Source dataset
uspto-grants-2002_11
Patent number
US06482819B1

Reaction notes

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