Hydrochloric Acid → HCID 86610937, compound

HRID 2219242Notes

Reaction equation

HRID 2219242 reaction equation
[ClH:1].C(OC(=O)[N:8]([C:28]1[CH:33]=[CH:32][C:31]([Br:34])=[CH:30][CH:29]=1)[CH2:9][CH2:10][NH:11][CH2:12][CH2:13][NH:14][S:15]([C:18]1[C:19]2[CH:20]=[CH:21][N:22]=[CH:23][C:24]=2[CH:25]=[CH:26][CH:27]=1)(=[O:17])=[O:16])(C)(C)C>C(OCC)C.C(Cl)Cl>[ClH:1].[ClH:1].[ClH:1].[Br:34][C:31]1[CH:30]=[CH:29][C:28]([NH:8][CH2:9][CH2:10][NH:11][CH2:12][CH2:13][NH:14][S:15]([C:18]2[C:19]3[CH:20]=[CH:21][N:22]=[CH:23][C:24]=3[CH:25]=[CH:26][CH:27]=2)(=[O:16])=[O:17])=[CH:33][CH:32]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 58816144HCID 58816144, compound

Product 1

HCID 86610937HCID 86610937, compoundYield 89%

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 6344DichloromethaneSolvent

Procedure

A 1N HCl in diethyl ether solution (3 mL) is added to a stirred solution of (4-bromo-phenyl)-{2-[2-(isoquinoline-5-sulfonylamino)-ethylamino]-ethyl}-carbamic acid tert-butyl ester (138 mg, 0.251 mmol) in methylene chloride (3 mL). The mixture is allowed to stir for 4 hours to form a suspension. After concentration, methylene chloride (3 mL) is added to the solid. The suspension is sonicated and filtered to give 124 mg (89% yield) of the title compound as a solid. ESIMS: m/z 449 [(M+H)+, 79Br], 451 [(M+H)+, 81Br].

Workup

  1. customto form a suspension
  2. concentrationAfter concentration, methylene chloride (3 mL)
  3. additionis added to the solid
  4. customThe suspension is sonicated
  5. filtrationfiltered

Sources & evidence

ORD record
ord-38be68a107d047779b59dfe6d4e413a3
Source dataset
uspto-grants-2008_08
Patent number
US07414063B2

Reaction notes

Loading…