Hydrochloric Acid → HCID 21286423, compound

HRID 2231221Notes

Reaction equation

HRID 2231221 reaction equation
[C:1]([O-])(=O)[CH3:2].[Na+].[ClH:6].[O:7]1[CH:11]=[CH:10][C:9]2[CH:12]=[CH:13][CH:14]=[C:15]([N:16]3[CH2:21][CH2:20][NH:19][CH2:18][CH2:17]3)[C:8]1=2.[C:22]([BH3-])#N.[Na+].Cl>CO.C(OCC)(=O)C.CC(C)=O.C(O)(=O)C>[ClH:6].[O:7]1[CH:11]=[CH:10][C:9]2[CH:12]=[CH:13][CH:14]=[C:15]([N:16]3[CH2:21][CH2:20][N:19]([CH:1]([CH3:2])[CH3:22])[CH2:18][CH2:17]3)[C:8]1=2

Participants

9

Reactant 4

HCID 313Hydrochloric AcidHCID 517045Sodium AcetateHCID 5003444Sodium cyanoborohydrideHCID 14198541HCID 14198541, compound

Product 1

HCID 21286423HCID 21286423, compound

Reagents, catalysts & solvents 4

HCID 176Acetic AcidSolventHCID 180AcetoneSolventHCID 887MethanolSolventHCID 8857Ethyl AcetateSolvent

Procedure

0.36 Ml of acetic acid, 0.52 g of sodium acetate and 1.0 ml of acetone were added successively to a solution of 6.28 mmol (1.50 g) of 1-(benzo[b]furan-7-yl)-piperazine hydrochloride in 20 ml of methanol at room temperature. After stirring for 30 minutes at room temperature 0.38 g of sodium cyanoborohydride were added to the reaction mixture and stirring was continued for 3 hours. After evaporation in vacuo the residue was purified by means of flash-chromatography on silica gel. The fractions containing the desired product were evaporated and the so-obtained free base was converted into the crystalline title compound by treatment with 1 equivalent of HCl in ethyl acetate.

Workup

  1. additionwere added to the reaction mixture
  2. customAfter evaporation in vacuo the residue
  3. customwas purified by means of flash-chromatography on silica gel
  4. additionThe fractions containing the desired product
  5. customwere evaporated

Sources & evidence

ORD record
ord-e84381192a2b451c8ca6ea65ceebe0cc
Source dataset
uspto-grants-1988_11
Patent number
US04782061

Reaction notes

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