Hydrochloric Acid → HCID 58207885, compound

HRID 1958469Notes

Reaction equation

HRID 1958469 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([C:10]2[S:14][C:13]([NH:15][CH:16]([CH3:18])[CH3:17])=[N:12][CH:11]=2)[CH:5]=[N:6][C:7]=1[O:8]C.Cl.[OH-].[Na+]>C1COCC1>[Br:1][C:2]1[C:7](=[O:8])[NH:6][CH:5]=[C:4]([C:10]2[S:14][C:13]([NH:15][CH:16]([CH3:17])[CH3:18])=[N:12][CH:11]=2)[CH:3]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 58207916HCID 58207916, compound

Product 1

HCID 58207885HCID 58207885, compoundYield 96.9%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
90 °C

Procedure

A solution of 5-(5-bromo-6-methoxypyridin-3-yl)-N-isopropylthiazol-2-amine (390 mg, 1.18 mmol) in THF (1 mL) was added HCl (4 N, 10 mL) and heated at 90° C. overnight. The mixture was cooled to rt, neutralized with aq NaOH (5 N) and stirred for 1 h. The solid was filtered, rinsed with water and dried to give 3-bromo-5-(2-(isopropylamino)thiazol-5-yl)pyridin-2(1H)-one (359.4 mg, 96%).

Workup

  1. temperatureThe mixture was cooled to rt
  2. filtrationThe solid was filtered
  3. washrinsed with water
  4. customdried

Sources & evidence

ORD record
ord-8e3a229312674cf4959f093670d1a911
Source dataset
uspto-grants-2013_04
Patent number
US08410128B2

Reaction notes

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