Hydrochloric Acid → HCID 9934105, compound

HRID 895353Notes

Reaction equation

HRID 895353 reaction equation
C([O:3][C:4](=[O:36])[CH2:5][C@@H:6]([C:28]1[CH:29]=[N:30][C:31]([O:34][CH3:35])=[CH:32][CH:33]=1)[N:7]1[CH2:11][CH2:10][N:9]([CH2:12][CH2:13][CH2:14][C:15]2[CH:24]=[CH:23][C:22]3[CH2:21][CH2:20][CH2:19][NH:18][C:17]=3[N:16]=2)[C:8]1=[N:25][C:26]#[N:27])C.[Li+].[OH-].Cl>C1COCC1.O>[CH3:35][O:34][C:31]1[N:30]=[CH:29][C:28]([C@@H:6]([N:7]2[CH2:11][CH2:10][N:9]([CH2:12][CH2:13][CH2:14][C:15]3[CH:24]=[CH:23][C:22]4[CH2:21][CH2:20][CH2:19][NH:18][C:17]=4[N:16]=3)[C:8]2=[N:25][C:26]#[N:27])[CH2:5][C:4]([OH:36])=[O:3])=[CH:33][CH:32]=1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 86594403HCID 86594403, compound

Product 1

HCID 9934105HCID 9934105, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

To a solution of the ester 1-3 (180 mg, 0.37 mmol) in THF (20 mL) and water (20 mL) at room temperature was added 1N LiOH solution (5 mL, 5 mmol) and the mixture stirred for 16 hr. The mixture was neutralized with 1N HCl and the solvent removed. Column chromatography of the residue (silica gel; CHCl3/EtOAc/MeOH 8:1:1) gave 1-4 as a white solid.

Workup

  1. customthe solvent removed

Sources & evidence

ORD record
ord-4a4cff5bd84b40329289215e529e41e8
Source dataset
uspto-grants-2005_07
Patent number
US06916810B2

Reaction notes

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