Hydrochloric Acid → HCID 59218441, compound

HRID 2246670Notes

Reaction equation

HRID 2246670 reaction equation
[CH3:1][N:2]1[CH:6]=[N:5][N:4]=[C:3]1[C@H:7]([C:13]1[CH:18]=[CH:17][C:16]([O:19][C:20]2[CH:29]=[CH:28][C:27]3[CH2:26][CH2:25][CH2:24][CH2:23][C:22]=3[CH:21]=2)=[CH:15][CH:14]=1)[CH2:8][C:9]([O:11]C)=[O:10].[OH-].[Na+].Cl>C1COCC1.CO>[CH3:1][N:2]1[CH:6]=[N:5][N:4]=[C:3]1[C@H:7]([C:13]1[CH:14]=[CH:15][C:16]([O:19][C:20]2[CH:29]=[CH:28][C:27]3[CH2:26][CH2:25][CH2:24][CH2:23][C:22]=3[CH:21]=2)=[CH:17][CH:18]=1)[CH2:8][C:9]([OH:11])=[O:10]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 59218403HCID 59218403, compound

Product 1

HCID 59218441HCID 59218441, compound

Reagents, catalysts & solvents 1

HCID 21899815MeOH tetrahydrofuranSolvent

Procedure

A solution of 44.2 in THF/MeOH (1:1, 2 mL), is treated with 2N NaOH aqueous solution (1 mL) and stirred overnight at room temperature. The reaction mixture is acidified with aqueous 2N HCl and extracted with EtOAc to obtain 44, 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-a09741fa3dba42389c83eeeda4180012
Source dataset
uspto-grants-2010_03
Patent number
US07687526B2

Reaction notes

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