Ethanol → HCID 69141826, compound

HRID 1348949Notes

Reaction equation

HRID 1348949 reaction equation
[CH2:1]1[C:10]2[C:5](=[CH:6][CH:7]=[C:8]([CH:11]([C:16]3[CH:21]=[CH:20][N:19]=[CH:18][CH:17]=3)[CH2:12][C:13]([OH:15])=[O:14])[CH:9]=2)[CH2:4][CH2:3][NH:2]1.C(=O)(O)[O-].[Na+].[CH2:27](O)[CH3:28]>Cl>[CH2:27]([O:14][C:13](=[O:15])[CH2:12][CH:11]([C:8]1[CH:9]=[C:10]2[C:5]([CH2:4][CH2:3][NH:2][CH2:1]2)=[CH:6][CH:7]=1)[C:16]1[CH:21]=[CH:20][N:19]=[CH:18][CH:17]=1)[CH3:28]

Participants

5

Reactant 3

HCID 702EthanolHCID 516892Sodium BicarbonateHCID 210924353-(1,2,3,4-Tetrahydro-isoquinolin-7-yl)-3-(pyrid-4-yl)-propionic acid

Product 1

HCID 69141826HCID 69141826, compound

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidCatalyst

Procedure

A solution of 3-(1,2,3,4-tetrahydro-isoquinolin-7-yl)-3-(pyrid-4-yl)-propionic acid, enantiomer A {Reference Example 18(a)} in ethanol (50 mL) was treated with concentrated hydrochloric acid (two drops) and then heated at reflux temperature, under nitrogen, for 8 hours. The pH of the reaction mixture was adjusted to ˜5 by dropwise addition of sodium bicarbonate solution (5%) and this mixture was then evaporated to give the title compound which was used without further purification.

Workup

  1. temperatureheated
  2. temperatureat reflux temperature
  3. customthis mixture was then evaporated

Sources & evidence

ORD record
ord-824b961eb6544d678e784cde14d7b3a3
Source dataset
uspto-grants-2007_05
Patent number
US07211586B2

Reaction notes

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