Sodium Hydroxide → 2-Carboxymethyl-1-(4-isopropoxyphenyl)-5-(5-trifluoromethyl-2-pyridinyloxy)indole-3-carboxylic acid

HRID 420935Notes

Reaction equation

HRID 420935 reaction equation
C([O:3][C:4]([C:6]1[C:14]2[C:9](=[CH:10][CH:11]=[C:12]([O:15][C:16]3[CH:21]=[CH:20][C:19]([C:22]([F:25])([F:24])[F:23])=[CH:18][N:17]=3)[CH:13]=2)[N:8]([C:26]2[CH:31]=[CH:30][C:29]([O:32][CH:33]([CH3:35])[CH3:34])=[CH:28][CH:27]=2)[C:7]=1[CH2:36][C:37]([OH:39])=[O:38])=[O:5])C.[OH-].[Na+]>CCO>[C:37]([CH2:36][C:7]1[N:8]([C:26]2[CH:27]=[CH:28][C:29]([O:32][CH:33]([CH3:35])[CH3:34])=[CH:30][CH:31]=2)[C:9]2[C:14]([C:6]=1[C:4]([OH:5])=[O:3])=[CH:13][C:12]([O:15][C:16]1[CH:21]=[CH:20][C:19]([C:22]([F:25])([F:24])[F:23])=[CH:18][N:17]=1)=[CH:11][CH:10]=2)([OH:39])=[O:38]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 66657785HCID 66657785, compound

Product 1

HCID 666576382-Carboxymethyl-1-(4-isopropoxyphenyl)-5-(5-trifluoromethyl-2-pyridinyloxy)indole-3-carboxylic acid

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

The title compound was prepared by heating 2-carboxymethyl-1-(4-isopropoxyphenyl)-5-(5-trifluoromethyl-2-pyridinyloxy)indole-3-carboxylic acid ethyl ester (140 mg, 0.26 mmol, see step (b) Example 25), NaOH (aq. 2 M, 0.6 mL) and EtOH (1 mL) at 90° C. for 7 h. Yield 124 mg (92%), nip 202° C.

Workup

  1. customYield 124 mg (92%), nip 202° C.

Sources & evidence

ORD record
ord-319e637f8de94885bbaf660493dbce7d
Source dataset
uspto-grants-2012_01
Patent number
US08097623B2

Reaction notes

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