HCID 11512586, compound → HCID 11713264, compound

HRID 2301534Notes

Reaction equation

HRID 2301534 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[NH:8][C:9]([NH:11][C:12]1[CH:17]=[CH:16][C:15]([Cl:18])=[C:14]([S:19]([NH:22][CH2:23][CH2:24][CH2:25][NH:26]C(OC(C)(C)C)=O)(=[O:21])=[O:20])[C:13]=1[OH:34])=[O:10]>Cl.O1CCOCC1>[ClH:18].[NH2:26][CH2:25][CH2:24][CH2:23][NH:22][S:19]([C:14]1[C:13]([OH:34])=[C:12]([NH:11][C:9]([NH:8][C:3]2[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=2[Br:1])=[O:10])[CH:17]=[CH:16][C:15]=1[Cl:18])(=[O:21])=[O:20]

Participants

4

Reactant 1

HCID 11512586HCID 11512586, compound

Product 1

HCID 11713264HCID 11713264, compoundYield 171.6%

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 312751,4-DioxaneSolvent

Procedure

A solution of N-(2-bromophenyl)-N′-[3-[N″-[3-(tert-butoxycarbonylamino)-propyl]aminosulfonyl]-4-chloro-2-hydroxyphenyl] urea (59 mg, 0.102 mmol) in 1 mL of 4.0 M HCl in 1,4-dioxane was stirred at room temperature for 10 min. The solvent was concentrated. Recrystallization from acetone and hexane produced desired product (45 mg, 85%). LC-MS 477.0 (M+).

Workup

  1. concentrationThe solvent was concentrated
  2. customRecrystallization from acetone and hexane

Sources & evidence

ORD record
ord-6a52f6d800a34739a56c15f70329acec
Source dataset
uspto-grants-2002_12
Patent number
US06500863B1

Reaction notes

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