Sodium Hydroxide → HCID 68572388, compound

HRID 714967Notes

Reaction equation

HRID 714967 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][N:11]([C:14]2[CH:19]=[CH:18][C:17]([C:20]3[O:24][C:23]([C:25]4[CH:33]=[CH:32][CH:31]=[C:30]5[C:26]=4[CH:27]=[CH:28][NH:29]5)=[N:22][C:21]=3[C:34]([OH:36])=[O:35])=[CH:16][CH:15]=2)[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[OH-].[Na+]>>[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][N:11]([C:14]2[CH:19]=[CH:18][C:17]([C:20]3[O:24][C:23]([C:25]4[CH:26]=[C:30]5[C:31]([CH:27]=[CH:28][NH:29]5)=[CH:32][CH:33]=4)=[N:22][C:21]=3[C:34]([OH:36])=[O:35])=[CH:16][CH:15]=2)[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

3

Reactant 2

HCID 14798Sodium HydroxideHCID 68518086HCID 68518086, compound

Product 1

HCID 68572388HCID 68572388, compound

Procedure

5-(4-(4-(tert-butoxycarbonyl)piperazin-1-yl)phenyl)-2-(1H-indol-6-yl)oxazole-4-carboxylic acid was prepared according to the method described for the synthesis of 5-(4-(4-(tert-butoxycarbonyl)piperazin-1-yl)phenyl)-2-(1H-indol-4-yl)oxazole-4-carboxylic acid in example M-12, except that during the NaOH mediated hydrolysis the reaction was worked up by acidifying the aqueous phase and extracting the product in DCM.

Workup

  1. customhydrolysis the reaction
  2. extractionextracting the product in DCM

Sources & evidence

ORD record
ord-99c674161bb44c3983e51e6446858f2c
Source dataset
uspto-grants-2015_11
Patent number
US09187465B2

Reaction notes

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