Sodium methanolate methanol → HCID 178494502, compound

HRID 473171Notes

Reaction equation

HRID 473171 reaction equation
Br[CH:2]([C:15]1[CH:20]=[CH:19][C:18]([F:21])=[CH:17][N:16]=1)[C:3]([NH:5][C:6]1[CH:14]=[CH:13][CH:12]=[CH:11][C:7]=1[C:8]([NH2:10])=[O:9])=O.[CH3:22][O-:23].[Na+].CO>CO>[F:21][C:18]1[CH:19]=[CH:20][C:15]([CH:2]([O:23][CH3:22])[C:3]2[N:10]=[C:8]([OH:9])[C:7]3[C:6](=[CH:14][CH:13]=[CH:12][CH:11]=3)[N:5]=2)=[N:16][CH:17]=1

Participants

4

Reactant 2

HCID 23694274Sodium methanolate methanolHCID 66609019HCID 66609019, compound

Product 1

HCID 178494502HCID 178494502, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
65 °C

Procedure

To a 0.3 M solution of 2-(2-bromo-2-(5-fluoropyridin-2-yl)acetamido)benzamide in MeOH is added 25% sodium methoxide/MeOH (2 equiv) and the mixture is heated at 65° C. overnight or until the reaction is substantially complete. The mixture is concentrated under reduced pressure and the residue is purified by chromatography to afford 2-((5-fluoropyridin-2-yl)(methoxy)methyl)quinazolin-4-ol.

Workup

  1. concentrationThe mixture is concentrated under reduced pressure
  2. customthe residue is purified by chromatography

Sources & evidence

ORD record
ord-ca59d705ddc740af855705cf215f4b53
Source dataset
uspto-grants-2014_01
Patent number
US08633207B2

Reaction notes

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