Sodium Hydroxide → HCID 117772402, compound

HRID 2281107Notes

Reaction equation

HRID 2281107 reaction equation
[Br:1][C:2]1[CH:11]=[C:10]2[C:5]([C:6]([NH:12][C:13]3[CH:26]=[CH:25][C:24]([F:27])=[CH:23][C:14]=3[O:15][C@H:16]([CH3:22])[C:17]([O:19]CC)=[O:18])=[N:7][CH:8]=[N:9]2)=[C:4]([F:28])[CH:3]=1.[OH-].[Na+]>C1COCC1>[Br:1][C:2]1[CH:11]=[C:10]2[C:5]([C:6]([NH:12][C:13]3[CH:26]=[CH:25][C:24]([F:27])=[CH:23][C:14]=3[O:15][C@H:16]([CH3:22])[C:17]([OH:19])=[O:18])=[N:7][CH:8]=[N:9]2)=[C:4]([F:28])[CH:3]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 131733514HCID 131733514, compound

Product 1

HCID 117772402HCID 117772402, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A mixture of 34 g (75 mmol) of ethyl (2R)-2-[2-[(7-bromo-5-fluoro-quinazolin-4-yl)amino]-5-fluoro-phenoxy]propanoate and 225.5 ml 1 mol/l aq. NaOH solution in THF are stirred for 2 h at RT. The solvent is evaporated and water is added. The mixture is neutralized with 1 mol/l aq. HCl and the precipitate is filtered off and dried yielding (2R)-2-[2-[(7-bromo-5-fluoro-quinazolin-4-yl)amino]-5-fluoro-phenoxy]propanoic acid.

Workup

  1. customThe solvent is evaporated
  2. additionwater is added
  3. filtrationthe precipitate is filtered off
  4. customdried

Sources & evidence

ORD record
ord-fd5d3ba31d5346a7a8478fa6f9cb512e
Source dataset
uspto-grants-2015_09
Patent number
US09139577B2

Reaction notes

Loading…