HCID 59822343, compound → HCID 67372578, compound

HRID 1678452Notes

Reaction equation

HRID 1678452 reaction equation
C([O:3][C:4]([C:6]1[CH:11]=[CH:10][C:9]([C:12]2[CH:17]=[C:16]([C:18](=[O:32])[NH:19][C:20]3[CH:25]=[CH:24][C:23]([N:26]4[CH2:31][CH2:30][O:29][CH2:28][CH2:27]4)=[CH:22][CH:21]=3)[CH:15]=[CH:14][C:13]=2[CH3:33])=[CH:8][CH:7]=1)=[O:5])C>C1COCC1.[OH-].[Na+]>[CH3:33][C:13]1[CH:14]=[CH:15][C:16]([C:18](=[O:32])[NH:19][C:20]2[CH:21]=[CH:22][C:23]([N:26]3[CH2:31][CH2:30][O:29][CH2:28][CH2:27]3)=[CH:24][CH:25]=2)=[CH:17][C:12]=1[C:9]1[CH:10]=[CH:11][C:6]([C:4]([OH:5])=[O:3])=[CH:7][CH:8]=1

Participants

4

Reactant 1

HCID 59822343HCID 59822343, compound

Product 1

HCID 67372578HCID 67372578, compound

Reagents, catalysts & solvents 2

HCID 8028TetrahydrofuranSolventHCID 14798Sodium HydroxideSolvent

Procedure

2′-Methyl-5′-(4-morpholin-4-yl-phenylcarbamoyl)-biphenyl-4-carboxylic acid ethyl ester (0.89 g) in THF (10 ml) and 0.5M NaOH (15 m) was heated to 100° C. for 3 hours then cooled to room temperature. THF was evaporated and the residue extracted with dichloromethane. The aqueous layer was acidified to pH 1 and a grey solid precipitated which was collected by filtration and dried (0.74 g).

Workup

  1. customTHF was evaporated
  2. extractionthe residue extracted with dichloromethane
  3. customa grey solid precipitated which
  4. filtrationwas collected by filtration
  5. customdried (0.74 g)

Sources & evidence

ORD record
ord-78e40b68699f470388124d60ef0c096f
Source dataset
uspto-grants-2011_08
Patent number
US08008303B2

Reaction notes

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