Methanesulfonic Acid → HCID 13067135, compound

HRID 647629Notes

Reaction equation

HRID 647629 reaction equation
C([BH3-])#N.[Na+].CS(O)(=O)=O.[Cl:10][C:11]1[CH:31]=[CH:30][C:14]2[C:15]3[C:16](=[CH:27][NH:28][CH:29]=3)[CH2:17][N:18]=[C:19]([C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=3[Cl:26])[C:13]=2[CH:12]=1.[OH-].[Na+]>CO.O>[Cl:10][C:11]1[CH:31]=[CH:30][C:14]2[C:15]3[C:16](=[CH:27][NH:28][CH:29]=3)[CH2:17][NH:18][CH:19]([C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=3[Cl:26])[C:13]=2[CH:12]=1

Participants

7

Reactant 4

HCID 6395Methanesulfonic AcidHCID 14798Sodium HydroxideHCID 5003444Sodium cyanoborohydrideHCID 135967503HCID 135967503, compound

Product 1

HCID 13067135HCID 13067135, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolvent2×HCID 962WaterSolvent

Procedure

In five portions 0.5 g (7.9 mmol) of sodium cyanoborohydride and 35 ml of a 1 M methanol solution of methanesulfonic acid was added over 4 hr to a solution of 2.0 g (6.1 mmol) of 8-chloro-6-(2-chlorophenyl)-2H,4H-pyrrolo[3,4-d][2]benzazepine in 50 ml of methanol which was cooled to 0°. When the addition was complete stirring was continued overnight at room temperature. The solution was basified with 40% aqueous sodium hydroxide and diluted with water. The resulting precipitate was collected by filtration to give a white solid. Recrystallization from a mixture of ether and methylene chloride gave colorless crystals, mp 211°-212°.

Workup

  1. temperaturewas cooled to 0°
  2. additionWhen the addition
  3. filtrationThe resulting precipitate was collected by filtration
  4. customto give a white solid
  5. customRecrystallization
  6. additionfrom a mixture of ether and methylene chloride
  7. customgave colorless crystals, mp 211°-212°

Sources & evidence

ORD record
ord-4deaef369058444c85e9cdfa55ec4c7d
Source dataset
uspto-grants-1983_10
Patent number
US04409390

Reaction notes

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