Lithium Hydroxide → 3-(3,4-Dimethoxyphenyl)-2-hydrazinyl-2-methylpropanoic acid

HRID 2212443Notes

Reaction equation

HRID 2212443 reaction equation
C[O:2][C:3](=[O:37])[C:4]([NH:35][NH2:36])([CH3:34])[CH2:5][C:6]1[CH:11]=[CH:10][C:9]([O:12][CH:13]2C3C(=CC=CC=3)C(=O)O2)=[C:8]([O:23][CH:24]2C3C(=CC=CC=3)C(=O)O2)[CH:7]=1.[Li+].[OH-]>O.CO.C1COCC1>[CH3:24][O:23][C:8]1[CH:7]=[C:6]([CH2:5][C:4]([NH:35][NH2:36])([CH3:34])[C:3]([OH:37])=[O:2])[CH:11]=[CH:10][C:9]=1[O:12][CH3:13]

Participants

4

Reactant 2

HCID 3939Lithium HydroxideHCID 69585034HCID 69585034, compound

Product 1

HCID 136879003-(3,4-Dimethoxyphenyl)-2-hydrazinyl-2-methylpropanoic acid

Reagents, catalysts & solvents 1

HCID 21892291Methanol tetrahydrofuran waterSolvent

Procedure

Following the procedure for preparation of compound 119, and treatment of the resulting 120 with 0.33M of LiOH in H2O/MeOH/THF before Boc removal by TFA, provided the title compound 121. 1H NMR (CD3OD, 400 MHz): 1.49 (s, 3H), 3.05 (dd, 2H), 3.80 (2 s, 6H), 6.77–6.92 (m, 3H). MS (ESI) m/z 255.25 (M+H+).

Workup

  1. custombefore Boc removal by TFA

Sources & evidence

ORD record
ord-962c9dbb27f04c27a8bba27e0b8ee209
Source dataset
uspto-grants-2006_09
Patent number
US07101912B2

Reaction notes

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