Hydrochloric Acid → HCID 69449242, compound

HRID 2060067Notes

Reaction equation

HRID 2060067 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]([F:16])[CH:13]=2)[C:8]1([C:18]1[CH:19]=[N:20][CH:21]=[CH:22][CH:23]=1)O)[CH3:5]>>[ClH:1].[F:16][C:12]1[CH:13]=[C:14]2[C:9]([C:8]([C:18]3[CH:19]=[N:20][CH:21]=[CH:22][CH:23]=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 69451071HCID 69451071, compound

Product 1

HCID 69449242HCID 69449242, compound

Procedure

About 5.4 ml of 37% hydrochloric acid were added at room temperature to 0.5 g of 2-dimethylaminomethyl-5-fluoro-1-pyridin-3-yl-indan-1-ol hydrochloride (mixture of the diastereoisomers); stirring was carried out overnight, followed by concentration in vacuo. The residue was taken up twice in dichloromethane and concentrated again. The residue was taken up in 15 ml of acetone and stirred for 2 hours, whereupon a crystalline solid formed, which was filtered off with suction, with the exclusion of air, washed twice with diethyl ether and dried at 60° C. under an oil-pump vacuum. 0.39 g of (6-fluoro-3-pyridin-3-yl-1H-inden-2-ylmethyl)-dimethyl-amine hydrochloride was obtained.

Workup

  1. additionmixture of the diastereoisomers)
  2. concentrationfollowed by concentration in vacuo
  3. concentrationconcentrated again
  4. stirringstirred for 2 hours, whereupon a crystalline solid
  5. customformed
  6. filtrationwhich was filtered off with suction, with the exclusion of air
  7. washwashed twice with diethyl ether
  8. customdried at 60° C. under an oil-pump vacuum

Sources & evidence

ORD record
ord-c29b5cec8c614defa8c2f7a14cf3cb28
Source dataset
uspto-grants-2012_10
Patent number
US08278338B2

Reaction notes

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