Hydrochloric Acid → HCID 58173554, compound

HRID 2047010Notes

Reaction equation

HRID 2047010 reaction equation
C[Si](C)(C)CCOC[N:7](COCC[Si](C)(C)C)[C:8]1[N:13]2[N:14]=[CH:15][C:16]([C:17]3[CH:18]=[N:19][C:20]4[C:25]([CH:26]=3)=[CH:24][CH:23]=[CH:22][CH:21]=4)=[C:12]2[N:11]=[C:10]([CH:27]2[CH2:32][N:31](C(OC(C)(C)C)=O)[CH:30]([C:40]([O:42][C:43](C)(C)C)=[O:41])[CH2:29][CH2:28]2)[CH:9]=1.Cl>CO.O1CCOCC1>[NH2:7][C:8]1[N:13]2[N:14]=[CH:15][C:16]([C:17]3[CH:18]=[N:19][C:20]4[C:25]([CH:26]=3)=[CH:24][CH:23]=[CH:22][CH:21]=4)=[C:12]2[N:11]=[C:10]([CH:27]2[CH2:32][NH:31][CH:30]([C:40]([O:42][CH3:43])=[O:41])[CH2:29][CH2:28]2)[CH:9]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 67494377HCID 67494377, compound

Product 1

HCID 58173554HCID 58173554, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 312751,4-DioxaneSolvent

Conditions

Temperature
80 °C

Procedure

Di-tert-butyl 5-(7-(bis((2-(trimethylsilyl)ethoxy)methyl)amino)-3-(quinolin-3-yl)pyrazolo[1,5-a]pyrimidin-5-yl)piperidine-1,2-dicarboxylate (370 mg, 0.46 mmol) in methanol (12.6 mL) was treated with 4N hydrogen chloride in dioxane (5.4 ml). The reaction mixture was heated at 80° C. for 16 h, cooled to room temperature and concentrated in vacuo. The residue was purified by prep-LC to afford the title compound: LC/MS RT=2.31 min. Mass calculated for, M+H 403.18, observed 403.18.

Workup

  1. temperaturecooled to room temperature
  2. concentrationconcentrated in vacuo
  3. customThe residue was purified by prep-LC

Sources & evidence

ORD record
ord-33a362eee2814cbdb7fa196adf7f9014
Source dataset
uspto-grants-2013_11
Patent number
US08591943B2

Reaction notes

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