Hydrochloric Acid → HCID 66719276, compound

HRID 708641Notes

Reaction equation

HRID 708641 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-b68b71573309444fb696ee8c1034f148
Source dataset
uspto-grants-2015_11
Patent number
US09175003B2

Reaction notes

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