Hydrochloric Acid → HCID 68792034, compound

HRID 449530Notes

Reaction equation

HRID 449530 reaction equation
[C:1]([C:3]1[CH:4]=[C:5]([CH:25]=[CH:26][CH:27]=1)[CH2:6][O:7][C:8]1[CH:17]=[CH:16][CH:15]=[C:14]2[C:9]=1[CH2:10][CH2:11][N:12](C(OC(C)(C)C)=O)[CH2:13]2)#[N:2].[ClH:28]>O1CCOCC1.C(#N)C>[ClH:28].[CH2:13]1[C:14]2[C:9](=[C:8]([O:7][CH2:6][C:5]3[CH:4]=[C:3]([CH:27]=[CH:26][CH:25]=3)[C:1]#[N:2])[CH:17]=[CH:16][CH:15]=2)[CH2:10][CH2:11][NH:12]1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 59496607HCID 59496607, compound

Product 1

HCID 68792034HCID 68792034, compound

Reagents, catalysts & solvents 2

HCID 6342AcetonitrileSolventHCID 312751,4-DioxaneSolvent

Procedure

tert-Butyl 5-(3-cyanobenzyloxy)-3,4-dihydroisoquinoline-2(1H)-carboxylate (0.040 g) was taken up in 4 M HCl in dioxane (2 mL) at r.t. After stirring for 2 h. the reaction was complete and this was concentrated under reduced pressure to give a residue. This was taken up in acetonitrile and reconcentrated under reduced pressure two times to give crude 3-[(1,2,3,4-tetrahydroisoquinolin-5-yloxy)methyl]benzonitrile HCl salt (0.040 g) as a solid residue. Analytical LCMS (M+H)+: m/z=265.0.

Workup

  1. concentrationthis was concentrated under reduced pressure
  2. customto give a residue

Sources & evidence

ORD record
ord-29feef99bbbd4125a61b8d1b1e1e3e67
Source dataset
uspto-grants-2013_07
Patent number
US08481732B2

Reaction notes

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