Hydrochloric Acid → 1-(2-dimethylaminomethyl-6,7-dihydro-4H-furo[3,2-c]pyridin-5-yl)-2-(2-naphthoxy)ethan-1-one hydrochloride

HRID 611190Notes

Reaction equation

HRID 611190 reaction equation
[CH3:1][N:2]([CH2:4][C:5]1[O:13][C:12]2[CH2:11][CH2:10][N:9]([C:14](=[O:27])[CH2:15][O:16][C:17]3[CH:26]=[CH:25][C:24]4[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=4)[CH:18]=3)[CH2:8][C:7]=2[CH:6]=1)[CH3:3].[ClH:28]>CO.C(OCC)(=O)C>[ClH:28].[CH3:3][N:2]([CH2:4][C:5]1[O:13][C:12]2[CH2:11][CH2:10][N:9]([C:14](=[O:27])[CH2:15][O:16][C:17]3[CH:26]=[CH:25][C:24]4[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=4)[CH:18]=3)[CH2:8][C:7]=2[CH:6]=1)[CH3:1]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 196001001-(2-dimethylaminomethyl-6,7-dihydro-4H-furo[3,2-c]pyridin-5-yl)-2-(2-naphthoxy)ethan-1-one

Product 1

HCID 196002061-(2-dimethylaminomethyl-6,7-dihydro-4H-furo[3,2-c]pyridin-5-yl)-2-(2-naphthoxy)ethan-1-one hydrochloride

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 8857Ethyl AcetateSolvent

Procedure

1-(2-Dimethylaminomethyl-6,7-dihydro-4H-furo[3,2-c]pyridin-5-yl)-2-(2-naphthoxy)ethan-1-one 0.190 g was dissolved in 2 ml of methanol; hydrogen chloride in ethyl acetate was added in excess, followed by stirring. After this mixture was concentrated, diethyl ether was added; the resulting solid was filtered and washed with diethyl ether to yield the desired product.

Workup

  1. concentrationAfter this mixture was concentrated
  2. additiondiethyl ether was added
  3. filtrationthe resulting solid was filtered
  4. washwashed with diethyl ether

Sources & evidence

ORD record
ord-3a282284e3934550bea5b9bd4ea1f074
Source dataset
uspto-grants-1999_12
Patent number
US05998433

Reaction notes

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