Sodium Hydroxide → HCID 178440769, compound

HRID 2242249Notes

Reaction equation

HRID 2242249 reaction equation
C([O:3][C:4]([CH:6]1[CH2:9][CH:8]([NH:10][CH2:11][C:12]2[CH:17]=[N:16][C:15]([C:18]3[N:22]=[C:21]([C:23]4[CH:28]=[CH:27][C:26]([CH2:29][CH:30]([CH3:32])[CH3:31])=[CH:25][CH:24]=4)[O:20][N:19]=3)=[CH:14][N:13]=2)[CH2:7]1)=[O:5])C.[OH-].[Na+]>C(O)C>[CH2:29]([C:26]1[CH:27]=[CH:28][C:23]([C:21]2[O:20][N:19]=[C:18]([C:15]3[N:16]=[CH:17][C:12]([CH2:11][NH:10][C@@H:8]4[CH2:7][C@H:6]([C:4]([OH:5])=[O:3])[CH2:9]4)=[N:13][CH:14]=3)[N:22]=2)=[CH:24][CH:25]=1)[CH:30]([CH3:32])[CH3:31]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 59204268HCID 59204268, compound

Product 1

HCID 178440769HCID 178440769, compoundYield 36%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 3-({5-[5-(4-isobutyl-phenyl)-[1,2,4]oxadiazol-3-yl]-pyrazin-2-ylmethyl}-amino)-cyclobutanecarboxylic acid ethyl ester, 2.0 N NaOH (1.0 mL) and ethanol (3.0 mL) was heated in a sealed vial in a microwave to 150° C. for 10 minutes. The reaction mixture was cooled to room temperature and concentrated in vacuo to afford the title compound (0.047 g, 36% yield over 2 steps) as a white solid.

Workup

  1. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-8c90189e299548a3839895654353cbde
Source dataset
uspto-grants-2010_03
Patent number
US07671043B2

Reaction notes

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