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Hydrochloric Acid → HCID 11522579, compound

HRID 2060062
Notes
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Reaction equation

HRID 2060062 reaction equation
[ClH:1].Cl.[CH3:3][N:4]([CH2:6][CH:7]1[CH2:15][C:14]2[C:9](=[CH:10][CH:11]=[C:12]([O:16][CH3:17])[CH:13]=2)[C:8]1([C:19]1[CH:20]=[N:21][CH:22]=[CH:23][CH:24]=1)O)[CH3:5]>>[ClH:1].[CH3:17][O:16][C:12]1[CH:13]=[C:14]2[C:9]([C:8]([C:19]3[CH:20]=[N:21][CH:22]=[CH:23][CH:24]=3)=[C:7]([CH2:6][N:4]([CH3:5])[CH3:3])[CH2:15]2)=[CH:10][CH:11]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 313Hydrochloric AcidHCID 69449705HCID 69449705, compound

Product 1

HCID 11522579HCID 11522579, compound

Procedure

About 9 ml of 37% hydrochloric acid were added at room temperature to 0.837 g of 2-dimethylaminomethyl-5-methoxy-1-pyridin-3-yl-indan-1-ol hydrochloride (mixture of the diastereoisomers); the mixture was stirred overnight and then concentrated in vacuo at 70° C. The residue was taken up twice in dichloromethane and concentrated again. The oily brown residue was taken up in 40 ml of acetone and stirred, whereupon a crystalline solid formed. After further stirring for 2.5 days, filtration with suction was carried out with the exclusion of air, followed by washing twice with diethyl ether and drying under an oil-pump vacuum. 0.603 g of (6-methoxy-3-pyridin-3-yl-1H-inden-2-ylmethyl)-dimethyl-amine hydrochloride was obtained.

Workup

  1. additionmixture of the diastereoisomers)
  2. concentrationconcentrated in vacuo at 70° C
  • concentrationconcentrated again
  • stirringstirred, whereupon a crystalline solid
  • customformed
  • stirringAfter further stirring for 2.5 days
  • filtrationfiltration with suction
  • washby washing twice with diethyl ether
  • customdrying under an oil-pump vacuum
  • Sources & evidence

    ORD record
    ord-dc71085cd2b943a19fe541dce0492fd8
    Source dataset
    uspto-grants-2012_10
    DOI
    10.6084/m9.figshare.5104873.v1
    Patent number
    US08278338B2

    Reaction notes

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    On this pageParticipantsProcedureWorkupSources & evidenceReaction notes