Hydrochloric Acid → 1-(4-Chloroplithalazin-1-yl)-N-methylpiperidin-4-amine dihydrochloride

HRID 1012962Notes

Reaction equation

HRID 1012962 reaction equation
[ClH:1].[Cl:2][C:3]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[C:6]([N:13]2[CH2:18][CH2:17][CH:16]([N:19](C)[C:20](=O)OC(C)(C)C)[CH2:15][CH2:14]2)=[N:5][N:4]=1>CO>[ClH:2].[ClH:1].[Cl:2][C:3]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[C:6]([N:13]2[CH2:14][CH2:15][CH:16]([NH:19][CH3:20])[CH2:17][CH2:18]2)=[N:5][N:4]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 58157124tert-Butyl 1-(4-chlorophthalazin-1-yl)piperidin-4-yl(methyl)carbamate

Product 1

HCID 866512821-(4-Chloroplithalazin-1-yl)-N-methylpiperidin-4-amine dihydrochlorideYield 199.6%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Add hydrogen chloride (4.0 N in dioxane, 100 mL; 400 mmol) to a solution of tert-butyl 1-(4-chlorophthalazin-1-yl)piperidin-4-yl(methyl)carbamate (7.60 g; 100 equiv; 20.2 mmol) in methanol (100 mL). Stir at room temperature one hour. Remove the solvent under reduced pressure to obtain the title compound (7.05 g, 100%). ES/MS m/z 277.2 (M+1).

Workup

  1. customRemove the solvent under reduced pressure

Sources & evidence

ORD record
ord-07acd4738737454a8f69353d8f963555
Source dataset
uspto-grants-2011_07
Patent number
US07981892B2

Reaction notes

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