Hydrochloric Acid → HCID 66719276, compound

HRID 879752Notes

Reaction equation

HRID 879752 reaction equation
[OH:1][C:2]1[CH:11]=[C:10]2[C:5]([CH2:6][C@@H:7]([C:12]([OH:14])=[O:13])[NH:8][CH2:9]2)=[CH:4][CH:3]=1.[ClH:15].[CH3:16]O>>[ClH:15].[CH3:16][O:13][C:12]([C@@H:7]1[CH2:6][C:5]2[C:10](=[CH:11][C:2]([OH:1])=[CH:3][CH:4]=2)[CH2:9][NH:8]1)=[O:14]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 887MethanolHCID 2733173L-7-Hydroxy-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid

Product 1

HCID 66719276HCID 66719276, compound

Conditions

Temperature
70 °C

Procedure

To a solution of (S)-7-hydroxy-1,2,3,4-tetrahydro-isoquinoline-3-carboxylic acid (19.3 g) in 100 mL MeOH was added hydrochloric acid (100 mL, 4M solution in dioxane) at room temperature and the reaction mixture was heated to reflux and stirred at 70° C. for 16 hours. After completion of the reaction, the reaction mixture was concentrated in vacuo to give (S)-7-hydroxy-1,2,3,4-tetrahydro-isoquinoline-3-carboxylic acid methyl ester hydrochloride salt. The product was used in a subsequent step without further purification.

Workup

  1. temperaturethe reaction mixture was heated
  2. temperatureto reflux
  3. customAfter completion of the reaction
  4. concentrationthe reaction mixture was concentrated in vacuo

Sources & evidence

ORD record
ord-7559fa1af4e6483fa93966dad9c04294
Source dataset
uspto-grants-2015_03
Patent number
US08987295B2

Reaction notes

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