Sodium Hydroxide → HCID 66657670, compound

HRID 420939Notes

Reaction equation

HRID 420939 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[C:21]([C:22]#[N:23])=[CH:20][CH:19]=[C:18]([CH3:24])[N:17]=3)[CH:13]=2)[N:8]([C:25]2[CH:30]=[CH:29][C:28]([O:31][CH:32]([CH3:34])[CH3:33])=[CH:27][CH:26]=2)[C:7]=1[CH2:35][C:36]([OH:38])=[O:37])=[O:5])C.[OH-:39].[Na+]>CCO>[NH2:23][C:22]([C:21]1[C:16]([O:15][C:12]2[CH:11]=[C:10]3[C:9](=[CH:14][CH:13]=2)[N:8]([C:25]2[CH:26]=[CH:27][C:28]([O:31][CH:32]([CH3:34])[CH3:33])=[CH:29][CH:30]=2)[C:7]([CH2:6][C:4]([OH:3])=[O:5])=[C:35]3[C:36]([OH:38])=[O:37])=[N:17][C:18]([CH3:24])=[CH:19][CH:20]=1)=[O:39]

Participants

4

Conditions

Temperature
80 °C

Procedure

The title compound was prepared in accordance with step (b) Example 24 from (2-carboxymethyl-5-(3-cyano-6-methyl-2-pyridinyloxy)-1-(4-isopropoxyphenyl)indole-3-carboxylic acid ethyl ester (184 mg, 0.36 mmol, see step (b) Example 28), NaOH (aq, 2 M, 0.9 mL) and EtOH (1.5 mL). The mixture was heated at 80° C. for 4 h and the title compound was isolated as described before. Yield 40 mg (22%), mp 196° C.

Sources & evidence

ORD record
ord-8c12b0789f2c4e23bfac7eb1100de9e0
Source dataset
uspto-grants-2012_01
Patent number
US08097623B2

Reaction notes

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