Potassium Hydroxide → 4-((1-Benzhydrylazetidin-3-yl)methoxy)-5-cyclopropyl-2-fluorobenzoic acid

HRID 1849902Notes

Reaction equation

HRID 1849902 reaction equation
[CH:1]([N:14]1[CH2:17][CH:16]([CH2:18][O:19][C:20]2[C:32]([CH:33]3[CH2:35][CH2:34]3)=[CH:31][C:23]([C:24]([O:26]C(C)(C)C)=[O:25])=[C:22]([F:36])[CH:21]=2)[CH2:15]1)([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH-].[K+]>CS(C)=O>[CH:1]([N:14]1[CH2:17][CH:16]([CH2:18][O:19][C:20]2[C:32]([CH:33]3[CH2:35][CH2:34]3)=[CH:31][C:23]([C:24]([OH:26])=[O:25])=[C:22]([F:36])[CH:21]=2)[CH2:15]1)([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 86703779HCID 86703779, compound

Product 1

HCID 867037804-((1-Benzhydrylazetidin-3-yl)methoxy)-5-cyclopropyl-2-fluorobenzoic acid

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

A mixture of tert-butyl 4-((1-benzhydrylazetidin-3-yl)methoxy)-5-cyclopropyl-2-fluorobenzoate (203 mg) and potassium hydroxide (187 mg) in DMSO (1.7 mL) was stirred at rt for 16 hr. The contents were acidified with 1M NaH2PO4. Solid was collected with filtration, washed with water, and dried under vacuum (171 mg).

Workup

  1. filtrationSolid was collected with filtration
  2. washwashed with water
  3. customdried under vacuum (171 mg)

Sources & evidence

ORD record
ord-673dcd566d3942148b52ba143552f1eb
Source dataset
uspto-grants-2015_02
Patent number
US08952169B2

Reaction notes

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