Hydrochloric Acid → 7-Chloro-6-(piperidin-4-ylsulfanyl)-isoquinoline hydrochloride

HRID 404743Notes

Reaction equation

HRID 404743 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][CH:11]([S:14][C:15]2[CH:16]=[C:17]3[C:22](=[CH:23][C:24]=2[Cl:25])[CH:21]=[N:20][CH:19]=[CH:18]3)[CH2:10][CH2:9]1)=O)(C)(C)C.Cl>ClCCl.C(O)(C)C>[ClH:25].[Cl:25][C:24]1[CH:23]=[C:22]2[C:17]([CH:18]=[CH:19][N:20]=[CH:21]2)=[CH:16][C:15]=1[S:14][CH:11]1[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 592908234-(7-Chloro-isoquinolin-6-ylsulfanyl)-piperidine-1-carboxylic acid tert-butyl ester

Product 1

HCID 685916367-Chloro-6-(piperidin-4-ylsulfanyl)-isoquinoline hydrochlorideYield 224.6%

Reagents, catalysts & solvents 2

HCID 3776IsopropanolSolventHCID 6344DichloromethaneSolvent

Procedure

1.98 g of 4-(7-Chloro-isoquinolin-6-ylsulfanyl)-piperidine-1-carboxylic acid tert-butyl ester (274) were dissolved in 7 ml dichloromethane and 5 ml 6N HCl in isopropanol. After 18 h at RT the volatiles were evaporated, water was added and lyophilized. 1.85 g of the expected compound were obtained. Rt=0.70 min (Method B). Detected mass: 279.1/281.1 (M+H+).

Workup

  1. customAfter 18 h at RT the volatiles were evaporated
  2. additionwater was added

Sources & evidence

ORD record
ord-0f36255771924c9eb17b6261aac113d5
Source dataset
uspto-grants-2014_06
Patent number
US08748614B2

Reaction notes

Loading…