Hydrochloric Acid → HCID 66994968, compound

HRID 1809589Notes

Reaction equation

HRID 1809589 reaction equation
[Br:1][C:2]1[CH:31]=[C:30]([F:32])[CH:29]=[CH:28][C:3]=1[O:4][C:5]1[C:6]([NH:20]C(=O)OC(C)(C)C)=[N:7][CH:8]=[C:9]([S:11][C:12]2[CH:17]=[CH:16][CH:15]=[C:14]([O:18][CH3:19])[CH:13]=2)[CH:10]=1.C(Cl)Cl.CO.Cl>O1CCOCC1>[Br:1][C:2]1[CH:31]=[C:30]([F:32])[CH:29]=[CH:28][C:3]=1[O:4][C:5]1[C:6]([NH2:20])=[N:7][CH:8]=[C:9]([S:11][C:12]2[CH:17]=[CH:16][CH:15]=[C:14]([O:18][CH3:19])[CH:13]=2)[CH:10]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 6344DichloromethaneHCID 67486075HCID 67486075, compound

Product 1

HCID 66994968HCID 66994968, compoundYield 111.7%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

A 250 mL flask was charged with tert-butyl 3-(2-bromo-4-fluorophenoxy)-5-(3-methoxyphenylthio)pyridin-2-ylcarbamate (9.1 g, 17 mmol) and 1:1 mixture of CH2Cl2 and MeOH (100 mL). 4N HCl in dioxane was added (50 mL) and the reaction was stirred at ambient temperature overnight. The solvent was removed and dried on high vacuum to afford 3-(2-bromo-4-fluorophenoxy)-5-(3-methoxyphenylthio)pyridin-2-amine (8.0 g, 109% yield) as a yellow solid.

Workup

  1. customThe solvent was removed
  2. customdried on high vacuum

Sources & evidence

ORD record
ord-e7f8c3ea452c44258cd1f60331a4ca75
Source dataset
uspto-grants-2013_01
Patent number
US08362037B2

Reaction notes

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