Hydrochloric Acid → HCID 66869177, compound

HRID 242057Notes

Reaction equation

HRID 242057 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2([CH:12]3[C:21]4[C:16](=[CH:17][CH:18]=[C:19]([O:22][CH2:23][CH2:24][NH:25][S:26]([C:29]5[CH:30]=[N:31][CH:32]=[CH:33][CH:34]=5)(=[O:28])=[O:27])[CH:20]=4)[CH2:15][CH2:14][NH:13]3)[CH2:11][CH2:10][CH2:9]2)=[CH:4][CH:3]=1.[ClH:35]>CC(O)C.CO>[ClH:1].[ClH:35].[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2([CH:12]3[C:21]4[C:16](=[CH:17][CH:18]=[C:19]([O:22][CH2:23][CH2:24][NH:25][S:26]([CH:29]5[CH2:34][CH2:33][CH2:32][NH:31][CH2:30]5)(=[O:27])=[O:28])[CH:20]=4)[CH2:15][CH2:14][NH:13]3)[CH2:11][CH2:10][CH2:9]2)=[CH:4][CH:3]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 58246195HCID 58246195, compound

Product 1

HCID 66869177HCID 66869177, compoundYield 20%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 3776IsopropanolSolvent

Procedure

N-(2-(1-(1-(4-chlorophenyl)cyclobutyl)-1,2,3,4-tetrahydroisoquinolin-7-yloxy)ethyl)pyridine-3-sulfonamide (110 mg, 0.221 mmol, example 10) and a 6 molar solution of HCl in 2-propanol were dissolved in methanol (10 ml) and treated in an hydrogenation flow reactor (H-Cube®, Platinium (IV) oxide cartridge THS02119, ThalesNano) at 30 bar and 30° C. with a flow of 0.5 mV min under circulating conditions for 14 h. The final product was purified by HPLC using . . . to yield the final product as a white powder (25.0 mg, 0.043 mmol, 20%).

Workup

  1. customThe final product was purified by HPLC

Sources & evidence

ORD record
ord-176b40af5dca4a23b04f22d2755187e1
Source dataset
uspto-grants-2014_02
Patent number
US08653100B2

Reaction notes

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