Hydrochloric Acid → HCID 59218433, compound

HRID 2246671Notes

Reaction equation

HRID 2246671 reaction equation
[CH3:1][O:2][CH:3]1[CH2:12][CH2:11][C:10]2[CH:9]=[C:8]([CH2:13][O:14][C:15]3[CH:20]=[CH:19][C:18]([C@@H:21]([C:27]4[N:31]([CH3:32])[CH:30]=[N:29][N:28]=4)[CH2:22][C:23]([O:25]C)=[O:24])=[CH:17][CH:16]=3)[CH:7]=[CH:6][C:5]=2[CH2:4]1.[OH-].[Na+].Cl>C1COCC1.CO>[CH3:1][O:2][CH:3]1[CH2:12][CH2:11][C:10]2[CH:9]=[C:8]([CH2:13][O:14][C:15]3[CH:20]=[CH:19][C:18]([C@@H:21]([C:27]4[N:31]([CH3:32])[CH:30]=[N:29][N:28]=4)[CH2:22][C:23]([OH:25])=[O:24])=[CH:17][CH:16]=3)[CH:7]=[CH:6][C:5]=2[CH2:4]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 59218483HCID 59218483, compound

Product 1

HCID 59218433HCID 59218433, compound

Reagents, catalysts & solvents 1

HCID 21899815MeOH tetrahydrofuranSolvent

Procedure

A solution of 45.4 in THF/MeOH (1:1, 2 mL), is treated with 2N NaOH aqueous solution (1 mL) and stirred for overnight at room temperature. The reaction mixture is acidified with aqueous 2N HCl and extracted with EtOAc to obtain 45, which is purified by preparative HPLC, eluting with 5-95% ACN in water containing 0.1% TFA.

Workup

  1. extractionextracted with EtOAc

Sources & evidence

ORD record
ord-75dd2bcb59cf43e28af542d4b5d13097
Source dataset
uspto-grants-2010_03
Patent number
US07687526B2

Reaction notes

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