Sodium Hydroxide → 2'-Methyl-5'-[(morpholine-4-carbonyl)-amino]-biphenyl-4-carboxylic acid

HRID 1678470Notes

Reaction equation

HRID 1678470 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]([N:21]3[CH2:26][CH2:25][O:24][CH2:23][CH2:22]3)=[O:20])[CH:15]=[CH:14][C:13]=2[CH3:27])=[CH:8][CH:7]=1)=[O:5])C.[OH-].[Na+]>C(O)C>[CH3:27][C:13]1[CH:14]=[CH:15][C:16]([NH:18][C:19]([N:21]2[CH2:22][CH2:23][O:24][CH2:25][CH2:26]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 2

HCID 14798Sodium HydroxideHCID 598223402'-Methyl-5'-[(morpholine-4-carbonyl)-amino]-biphenyl-4-carboxylic acid ethyl ester

Product 1

HCID 598223952'-Methyl-5'-[(morpholine-4-carbonyl)-amino]-biphenyl-4-carboxylic acidYield 76.8%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

2′-Methyl-5′-[(morpholine-4-carbonyl)-amino]-biphenyl-4-carboxylic acid ethyl ester (416 mg) was stirred in ethanol (15 ml) and 1M sodium hydroxide (4 ml) at 20 C for 18 h. The mixture was then acidified and extracted with dichloromethane. The dried extracts were then evaporated giving the title compound as a beige solid (295 mg).

Workup

  1. extractionextracted with dichloromethane
  2. customThe dried extracts were then evaporated

Sources & evidence

ORD record
ord-3b8a6f3da2ad47c99f596fb5e23a4ec9
Source dataset
uspto-grants-2011_08
Patent number
US08008303B2

Reaction notes

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