Hydrochloric Acid → HCID 117720355, compound

HRID 1854565Notes

Reaction equation

HRID 1854565 reaction equation
[Si]([O:8][CH2:9][C@H:10]1[CH2:19][C:18]2[C:13](=[CH:14][CH:15]=[CH:16][C:17]=2[CH2:20][CH2:21][C:22]([OH:25])([CH3:24])[CH3:23])[C@H:12]([CH3:26])[N:11]1C(OC(C)(C)C)=O)(C(C)(C)C)(C)C.[ClH:34]>C(OCC)(=O)C>[ClH:34].[OH:8][CH2:9][C@H:10]1[CH2:19][C:18]2[C:13](=[CH:14][CH:15]=[CH:16][C:17]=2[CH2:20][CH2:21][C:22]([CH3:24])([OH:25])[CH3:23])[C@H:12]([CH3:26])[NH:11]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 123409983HCID 123409983, compound

Product 1

HCID 117720355HCID 117720355, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

Dissolve tert-butyl (1S,3R)-3-[[tert-butyl(dimethyl)silyl]oxymethyl]-5-(3-hydroxy-3-methyl-butyl)-1-methyl-3,4-dihydro-1H-isoquinoline-2-carboxylate (161 mg, 0.34 mmol) in ethyl acetate (962 μL). Cool on an ice bath. Add hydrogen chloride (843 μL, 3.37 mmol, 4M in dioxane) and stir on the ice bath for 4 hours. Concentrate under reduced pressure. Dissolve in ethanol and concentrate under reduced pressure to give the title compound (100 mg, 0.34 mmol). MS (m/z): 264.2 (M+1).

Workup

  1. temperatureCool on an ice bath
  2. concentrationConcentrate under reduced pressure
  3. dissolutionDissolve in ethanol
  4. concentrationconcentrate under reduced pressure

Sources & evidence

ORD record
ord-d6ac15a53e074b3e95d0a906160d367a
Source dataset
uspto-grants-2015_02
Patent number
US08962654B2

Reaction notes

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