Hydrochloric Acid → HCID 86679429, compound

HRID 1776472Notes

Reaction equation

HRID 1776472 reaction equation
[CH3:1][O:2][C:3]1[CH:18]=[CH:17][C:6]([CH2:7][N:8](C)[C:9](=O)OC(C)(C)C)=[CH:5][C:4]=1[N:19]([CH2:24][CH2:25][N:26]1[CH2:31][CH2:30][O:29][CH2:28][CH2:27]1)[S:20]([CH3:23])(=[O:22])=[O:21].Cl.O1CCOCC1>C(Cl)Cl>[CH3:1][O:2][C:3]1[CH:18]=[CH:17][C:6]([CH2:7][NH:8][CH3:9])=[CH:5][C:4]=1[N:19]([CH2:24][CH2:25][N:26]1[CH2:27][CH2:28][O:29][CH2:30][CH2:31]1)[S:20]([CH3:23])(=[O:22])=[O:21]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 86679428HCID 86679428, compound

Product 1

HCID 86679429HCID 86679429, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

tert-Butyl 4-methoxy-3-(N-(2-morpholinoethyl)methylsulfonamido)benzyl-(methyl)carbamate (114 mg, 0.249 mmol) was dissolved in dry DCM (6 ml), and HCl 4M in dioxane (500 μl, 2.000 mmol) was added. The reaction was stirred at RT for 24 hours. The solvent was evaporated under vacuum and N-(2-methoxy-5-((methylamino)methyl)phenyl)-N-(2-morpholinoethyl)methanesulfonamide was obtained as hydrochloride salt (89 mg, 0.249 mmol, 100% yield, MS/ESI+ 358.1 [MH]+) that was used in the next step without further purification.

Workup

  1. customThe solvent was evaporated under vacuum

Sources & evidence

ORD record
ord-5e6d96cd6d5e44eba508ce175f6eb6ef
Source dataset
uspto-grants-2016_02
Patent number
US09265768B2

Reaction notes

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