Hydrochloric Acid → 4-(2-Amidino-1,2,3,4-tetrahydroisoquinolin-7-yloxymethyl)-1-(pyridin-4-yl)piperidine-4-carboxylic acid hydrochloride

HRID 412528Notes

Reaction equation

HRID 412528 reaction equation
[C:1]([N:4]1[CH2:13][CH2:12][C:11]2[C:6](=[CH:7][C:8]([O:14][CH2:15][C:16]3([C:28]([OH:30])=[O:29])[CH2:21][CH2:20][N:19]([C:22]4[CH:27]=[CH:26][N:25]=[CH:24][CH:23]=4)[CH2:18][CH2:17]3)=[CH:9][CH:10]=2)[CH2:5]1)(=[NH:3])[NH2:2].[ClH:31].[OH-].[Na+]>O>[ClH:31].[C:1]([N:4]1[CH2:13][CH2:12][C:11]2[C:6](=[CH:7][C:8]([O:14][CH2:15][C:16]3([C:28]([OH:30])=[O:29])[CH2:17][CH2:18][N:19]([C:22]4[CH:23]=[CH:24][N:25]=[CH:26][CH:27]=4)[CH2:20][CH2:21]3)=[CH:9][CH:10]=2)[CH2:5]1)(=[NH:2])[NH2:3]

Participants

5

Reactant 3

HCID 313Hydrochloric Acid2×HCID 14798Sodium HydroxideHCID 9844392JTV-803 free base

Product 1

HCID 696972654-(2-Amidino-1,2,3,4-tetrahydroisoquinolin-7-yloxymethyl)-1-(pyridin-4-yl)piperidine-4-carboxylic acid hydrochloride

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
60 °C

Procedure

4-(2-Amidino-1,2,3,4-tetrahydroisoquinolin-7-yloxymethyl)-1-(pyridin-4-yl)piperidine-4-carboxylic acid (7.55 g) was suspended in water (135 ml) and 1N hydrochloric acid (20 ml) was added. The mixture was heated to 60° C. and thereto was successively added dropwise 1N aqueous sodium hydroxide solution (2.9 ml) and 1N hydrochloric acid (1 ml). The mixture was stood at room temperature for 12 hours and the resultant crystals were collected by filtration, washed with water and dried to give the title compound (4.7 g).

Workup

  1. filtrationthe resultant crystals were collected by filtration
  2. washwashed with water
  3. customdried

Sources & evidence

ORD record
ord-733bf2d663034007ad71985e84407451
Source dataset
uspto-grants-2003_05
Patent number
US06562828B1

Reaction notes

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