Methanol → HCID 69306973, compound

HRID 2250579Notes

Reaction equation

HRID 2250579 reaction equation
C([O:3][C:4](=[O:24])[CH2:5][C:6]1[C:11]([CH3:12])=[N:10][N:9]2[C:13]([Cl:16])=[CH:14][CH:15]=[C:8]2[C:7]=1[C:17]1[CH:22]=[CH:21][C:20]([F:23])=[CH:19][CH:18]=1)C.[OH-].[Na+].CO>O1CCCC1>[Cl:16][C:13]1[N:9]2[N:10]=[C:11]([CH3:12])[C:6]([CH2:5][C:4]([OH:24])=[O:3])=[C:7]([C:17]3[CH:18]=[CH:19][C:20]([F:23])=[CH:21][CH:22]=3)[C:8]2=[CH:15][CH:14]=1

Participants

5

Reactant 3

HCID 887MethanolHCID 14798Sodium HydroxideHCID 90775215HCID 90775215, compound

Product 1

HCID 69306973HCID 69306973, compoundYield 90.7%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of ethyl[7-chloro-4-(4-fluorophenyl)-2-methylpyrrolo[1,2-b]pyridazin-3-yl]acetate (300 mg) in tetrahydrofuran (4 ml) was added 1N sodium hydroxide (1.7 ml), followed by methanol (2 ml). After standing at 20° C. overnight, the mixture was partitioned between 1N hydrochloric acid and ethyl acetate. The organic layer was separated, washed with water and brine, dried over magnesium sulfate, and evaporated. The residue was triturated with ether to give [7-chloro-4-(4-fluorophenyl)-2-methylpyrrolo[1,2-b]pyridazin-3-yl]acetic acid (250 mg) as an yellow powder.

Workup

  1. customthe mixture was partitioned between 1N hydrochloric acid and ethyl acetate
  2. customThe organic layer was separated
  3. washwashed with water and brine
  4. dry with materialdried over magnesium sulfate
  5. customevaporated
  6. customThe residue was triturated with ether

Sources & evidence

ORD record
ord-14294ed1b401427baa1b15f9c2887dd1
Source dataset
uspto-grants-2008_01
Patent number
US07317009B2

Reaction notes

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