Hydrochloric Acid → HCID 11522579, compound

HRID 2060062Notes

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

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
  3. concentrationconcentrated again
  4. stirringstirred, whereupon a crystalline solid
  5. customformed
  6. stirringAfter further stirring for 2.5 days
  7. filtrationfiltration with suction
  8. washby washing twice with diethyl ether
  9. customdrying under an oil-pump vacuum

Sources & evidence

ORD record
ord-dc71085cd2b943a19fe541dce0492fd8
Source dataset
uspto-grants-2012_10
Patent number
US08278338B2

Reaction notes

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