Methanol → N-(Piperidin-3-yl)isoquinolin-5-amine--hydrogen chloride (1/1)

HRID 1520236Notes

Reaction equation

HRID 1520236 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][CH2:11][CH:10]([NH:14][C:15]2[CH:24]=[CH:23][CH:22]=[C:21]3[C:16]=2[CH:17]=[CH:18][N:19]=[CH:20]3)[CH2:9]1)=O)(C)(C)C.Cl.CCOC(C)=O.C(Cl)[Cl:33].CO>CCOC(C)=O>[ClH:33].[CH:20]1[C:21]2[C:16](=[C:15]([NH:14][CH:10]3[CH2:11][CH2:12][CH2:13][NH:8][CH2:9]3)[CH:24]=[CH:23][CH:22]=2)[CH:17]=[CH:18][N:19]=1

Participants

6

Reactant 4

HCID 887MethanolHCID 6344DichloromethaneHCID 21866389Hydrogen chloride-ethyl acetateHCID 21979767HCID 21979767, compound

Product 1

HCID 69523874N-(Piperidin-3-yl)isoquinolin-5-amine--hydrogen chloride (1/1)Yield 100%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

To a solution of 3-(isoquinolin-5-ylamino)-piperidine-1-carboxylic acid tert-butyl ester (80 g, 0.244 mol) in EtOAc (1000 mL) was added HCl-EtOAc (1000 mL) at room temperature. The mixture was stirred at room temperature for 2.5 hours. TLC (methylene chloride:methanol=10:1) showed the reaction was complete. The reaction mixture was filtered. The filtered cake was dried under vacuum to give the title compound (66 g, 100%) as a yellow solid.

Workup

  1. filtrationThe reaction mixture was filtered
  2. customThe filtered cake was dried under vacuum

Sources & evidence

ORD record
ord-fdebe5123acb4ef1b369bdffafbe6081
Source dataset
uspto-grants-2015_07
Patent number
US09073905B2

Reaction notes

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