Hydrochloric Acid → HCID 118939071, compound

HRID 524004Notes

Reaction equation

HRID 524004 reaction equation
[CH3:1][O:2][C:3]([C:5]1[C:6]2[CH2:7][CH2:8][N:9]([CH2:15][C:16]3[CH:21]=[CH:20][C:19]([C@@H:22]([NH:24]C(OC(C)(C)C)=O)[CH3:23])=[CH:18][CH:17]=3)[CH2:10][C:11]=2[CH:12]=[CH:13][CH:14]=1)=[O:4].Cl.C([O-])(O)=O.[Na+]>O1CCOCC1>[CH3:1][O:2][C:3]([C:5]1[C:6]2[CH2:7][CH2:8][N:9]([CH2:15][C:16]3[CH:17]=[CH:18][C:19]([C@@H:22]([NH2:24])[CH3:23])=[CH:20][CH:21]=3)[CH2:10][C:11]=2[CH:12]=[CH:13][CH:14]=1)=[O:4]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 516892Sodium BicarbonateHCID 118939095HCID 118939095, compound

Product 1

HCID 118939071HCID 118939071, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

To 630 mg (1.48 mmol) 2-[4-((S)-1-tert-butoxycarbonylamino-ethyl)-benzyl]-1,2,3,4-tetrahydro-isoquinoline-5-carboxylic acid methyl ester (example XXXIV) in 6 mL dioxane are added 1.48 mL (5.94 mmol) HCl solution in dioxane (c=4 mol/L). After stirring over night at r.t. the reaction is neutralised by the addition of a sat. aq. NaHCO3 solution and extracted three times with EtOAc. The organic layers are combined, dried over MgSO4, filtered and the solvent is removed in vacuo.

Workup

  1. extractionextracted three times with EtOAc
  2. dry with materialdried over MgSO4
  3. filtrationfiltered
  4. customthe solvent is removed in vacuo

Sources & evidence

ORD record
ord-99d6768d09494a83acdc0d2a5871eaeb
Source dataset
uspto-grants-2016_05
Patent number
US09340510B2

Reaction notes

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