Water → HCID 12519157, compound

HRID 2052714Notes

Reaction equation

HRID 2052714 reaction equation
[BH4-].[Na+].Cl.[Cl:4][C:5]1[CH:6]=[C:7]2[C:11]3=[C:12]([CH:27]=1)[C:13]([C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)=[N:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=1[N:10]3[CH2:9][CH2:8]2.O>C(O)C.C(Cl)(Cl)Cl>[Cl:4][C:5]1[CH:6]=[C:7]2[C:11]3=[C:12]([CH:27]=1)[CH:13]([C:21]1[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=1)[NH:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=1[N:10]3[CH2:9][CH2:8]2

Participants

6

Reactant 3

HCID 962WaterHCID 4311764Sodium borohydrideHCID 12519146HCID 12519146, compound

Product 1

HCID 12519157HCID 12519157, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 6212ChloroformSolvent

Procedure

1.65 g NaBH4 is added portionwise over 6 minutes to rapidly stirred ice cold slurry of 4.0 g 4-chloro-1,2-dihydro-6-phenylindolo[1,7-ab][1,5]benzodiazepine hydrochloride in 50 ml absolute ethanol under N2. After 70 minutes at 0° C., water is added dropwise over 10 minutes and the reaction mixture is concentrated to leave an oil. The resulting oil is dissolved in CHCl3, washed with water, brine, dried over Na2SO4, and concentrated to give 4-chloro-6-phenyl-1,2,6,7-tetrahydroindolo[1,7-ab][1,5]benzodiazepine, m.p. 192.5°-194.5° C.

Workup

  1. concentrationthe reaction mixture is concentrated
  2. customto leave an oil
  3. washwashed with water, brine
  4. dry with materialdried over Na2SO4
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-df96b4587ecb44b39512f61842f08bdb
Source dataset
uspto-grants-1980_01
Patent number
US04186199

Reaction notes

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