Hydrochloric Acid → HCID 89995626, compound

HRID 523054Notes

Reaction equation

HRID 523054 reaction equation
[Cl:1][C:2]1[N:3]=[CH:4][C:5]2[C:10]([CH:11]=1)=[CH:9][C:8]([C:12]1[CH:13]=[N:14][N:15]([CH2:17][CH:18]3[CH2:22][O:21]C(C)(C)[O:19]3)[CH:16]=1)=[CH:7][CH:6]=2.Cl>C1COCC1.C(Cl)Cl>[Cl:1][C:2]1[N:3]=[CH:4][C:5]2[C:10]([CH:11]=1)=[CH:9][C:8]([C:12]1[CH:13]=[N:14][N:15]([CH2:17][CH:18]([OH:19])[CH2:22][OH:21])[CH:16]=1)=[CH:7][CH:6]=2

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 90000630HCID 90000630, compound

Product 1

HCID 89995626HCID 89995626, compound

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 3-chloro-6-(1-((2,2-dimethyl-1,3-dioxolan-4-yl)methyl)-1H-pyrazol-4-yl)isoquinoline (Preparation 29, 40 mg, 0.116 mmol) in THF (6 mL) at 0° C. was added hydrochloric acid (2.5M, 0.30 mL) and the reaction was stirred at room temperature for 16 hours. The solution was diluted with DCM, washed with saturated NaHCO3 solution, dried over Na2SO4 and concentrated in vacuo to afford the title compound as a yellow oil that was used directly in the next step (23 mg, 65%).

Workup

  1. washwashed with saturated NaHCO3 solution
  2. dry with materialdried over Na2SO4
  3. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-50b55574e2b84682bd65591c99c793bd
Source dataset
uspto-grants-2016_05
Patent number
US09334286B2

Reaction notes

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