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

HRID 1054021Notes

Reaction equation

HRID 1054021 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 (DCM:MeOH=10:1) showed complete conversion. The solid was collected by filtration and dried under vacuum to give the title compound (66 g, 100%) as a yellow solid.

Workup

  1. filtrationThe solid was collected by filtration
  2. customdried under vacuum

Sources & evidence

ORD record
ord-1ec07b4c8c084efa903e3b51b1093201
Source dataset
uspto-grants-2016_07
Patent number
US09394286B2

Reaction notes

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