4-(2-Amidino-1,2,3,4-tetrahydroisoquinolin-7-yloxymethyl)-1-(pyridin-4-yl)piperidine-4-carboxylic acid ethyl ester dihydrochloride → 4-(2-Amidino-1,2,3,4-tetrahydroisoquinolin-7-yloxymethyl)-1-(pyridin-4-yl)piperidine-4-carboxylic acid dihydrochloride

HRID 412526Notes

Reaction equation

HRID 412526 reaction equation
[ClH:1].Cl.C([O:5][C:6]([C:8]1([CH2:20][O:21][C:22]2[CH:31]=[C:30]3[C:25]([CH2:26][CH2:27][N:28]([C:32](=[NH:34])[NH2:33])[CH2:29]3)=[CH:24][CH:23]=2)[CH2:13][CH2:12][N:11]([C:14]2[CH:19]=[CH:18][N:17]=[CH:16][CH:15]=2)[CH2:10][CH2:9]1)=[O:7])C>Cl>[ClH:1].[ClH:1].[C:32]([N:28]1[CH2:27][CH2:26][C:25]2[C:30](=[CH:31][C:22]([O:21][CH2:20][C:8]3([C:6]([OH:7])=[O:5])[CH2:9][CH2:10][N:11]([C:14]4[CH:15]=[CH:16][N:17]=[CH:18][CH:19]=4)[CH2:12][CH2:13]3)=[CH:23][CH:24]=2)[CH2:29]1)(=[NH:33])[NH2:34]

Participants

3

Reactant 1

HCID 111797574-(2-Amidino-1,2,3,4-tetrahydroisoquinolin-7-yloxymethyl)-1-(pyridin-4-yl)piperidine-4-carboxylic acid ethyl ester dihydrochloride

Product 1

HCID 111791494-(2-Amidino-1,2,3,4-tetrahydroisoquinolin-7-yloxymethyl)-1-(pyridin-4-yl)piperidine-4-carboxylic acid dihydrochlorideYield 211.6%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

4-(2-Amidino-1,2,3,4-tetrahydroisoquinolin-7-yloxymethyl)-1-(pyridin-4-yl)piperidine-4-carboxylic acid ethyl ester dihydrochloride (9 g) was dissolved in conc. hydrochloric acid (50 ml), and the mixture was stirred under reflux for 3 hours. After completion of the reaction, insoluble material was filtered off and the solvent was evaporated. The residue was dried under reduced pressure to give the title compound (9.0 g).

Workup

  1. temperatureunder reflux for 3 hours
  2. customAfter completion of the reaction, insoluble material
  3. filtrationwas filtered off
  4. customthe solvent was evaporated
  5. customThe residue was dried under reduced pressure

Sources & evidence

ORD record
ord-6f869eb27d56444ca561d529f47aceee
Source dataset
uspto-grants-2003_05
Patent number
US06562828B1

Reaction notes

Loading…