Hydrochloric Acid → HCID 20548306, compound

HRID 2059099Notes

Reaction equation

HRID 2059099 reaction equation
[NH:1]1[CH2:5][CH2:4][CH2:3][CH2:2]1.[ClH:6].[CH3:7][C:8]1[CH:13]=[CH:12][C:11]([C:14]23[C:23]4[CH:24]=[CH:25][CH:26]=[CH:27][C:22]=4[CH2:21][CH2:20][N:19]2[CH2:18][CH2:17][C:16](=O)[CH2:15]3)=[CH:10][CH:9]=1.[BH3-]C#N.[Na+]>CO>[ClH:6].[ClH:6].[CH3:7][C:8]1[CH:9]=[CH:10][C:11]([C:14]23[C:23]4[CH:24]=[CH:25][CH:26]=[CH:27][C:22]=4[CH2:21][CH2:20][N:19]2[CH2:18][CH2:17][CH:16]([N:1]2[CH2:5][CH2:4][CH2:3][CH2:2]2)[CH2:15]3)=[CH:12][CH:13]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 31268PyrrolidineHCID 5003444Sodium cyanoborohydrideHCID 20548310HCID 20548310, compound

Product 1

HCID 20548306HCID 20548306, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

A solution of 14 ml of pyrrolidine (168 mmoles) in 75 ml of methanol is neutralized with HCl gas while the solution is cooled in an ice bath. 13 ml more (156 mmoles) of yrrolidine is added along with 100 ml of methanol. Thereafter is added 16.0 g (54.9 mmoles) of 11b-(4-methylphenyl)-1,3,4,6,7,11b-hexahydro-2H-benzo[a]quinolizin-2-one, 3.47 g (55.2 mmoles) of NaBH3CN and molecular sieves. A drying tube is attached and the reaction conditions of EXAMPLE 7 are employed. The work-up procedures of EXAMPLE 8 are used to obtain 11b-(4-methylphenyl)-1,3,4,6,7,11b-hexahydro-2-pyrrolidin-1-yl-2H-benzo[a]quinolizine dihydrochloride.

Workup

  1. temperatureis cooled in an ice bath
  2. customA drying tube is attached
  3. customthe reaction conditions of EXAMPLE 7

Sources & evidence

ORD record
ord-e6d692149bdc47ae909af92c507cb9c3
Source dataset
uspto-grants-1982_03
Patent number
US04321382

Reaction notes

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