2'-Methyl-5'-[(thiophene-2-carbonyl)-amino]-biphenyl-4-carboxylic acid ethyl ester → 2'-Methyl-5'-[(thiophene-2-carbonyl)-amino]-biphenyl-4-carboxylic acid

HRID 1678473Notes

Reaction equation

HRID 1678473 reaction equation
C([O:3][C:4]([C:6]1[CH:11]=[CH:10][C:9]([C:12]2[CH:17]=[C:16]([NH:18][C:19]([C:21]3[S:22][CH:23]=[CH:24][CH:25]=3)=[O:20])[CH:15]=[CH:14][C:13]=2[CH3:26])=[CH:8][CH:7]=1)=[O:5])C>C1COCC1.[OH-].[Na+]>[CH3:26][C:13]1[CH:14]=[CH:15][C:16]([NH:18][C:19]([C:21]2[S:22][CH:23]=[CH:24][CH:25]=2)=[O:20])=[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 673729812'-Methyl-5'-[(thiophene-2-carbonyl)-amino]-biphenyl-4-carboxylic acid ethyl ester

Product 1

HCID 673735732'-Methyl-5'-[(thiophene-2-carbonyl)-amino]-biphenyl-4-carboxylic acid

Reagents, catalysts & solvents 2

HCID 8028TetrahydrofuranSolventHCID 14798Sodium HydroxideSolvent

Procedure

2′-Methyl-5′-[(thiophene-2-carbonyl)-amino]-biphenyl-4-carboxylic acid ethyl ester (425 mg) in THF (10 ml) and sodium hydroxide (1M, 20 ml) was heated to reflux for 4 h. The solvent was then evaporated and the residue acidified. The resulting precipitate was collected by filtration and dried (321 mg).

Workup

  1. temperatureto reflux for 4 h
  2. customThe solvent was then evaporated
  3. filtrationThe resulting precipitate was collected by filtration
  4. customdried (321 mg)

Sources & evidence

ORD record
ord-14f9aabed4ef4757829be62735025a58
Source dataset
uspto-grants-2011_08
Patent number
US08008303B2

Reaction notes

Loading…