Lithium Hydroxide → HCID 86679486, compound

HRID 1776528Notes

Reaction equation

HRID 1776528 reaction equation
[CH:1]1([CH2:4][O:5][C:6]2[CH:7]=[C:8]([CH:13]=[CH:14][C:15]=2[N:16]([CH2:21][CH2:22][N:23]2[CH2:28][CH2:27][N:26]([CH3:29])[CH2:25][CH2:24]2)[S:17]([CH3:20])(=[O:19])=[O:18])[C:9]([O:11]C)=[O:10])[CH2:3][CH2:2]1.[Li+:30].[OH-]>C1COCC1>[CH:1]1([CH2:4][O:5][C:6]2[CH:7]=[C:8]([CH:13]=[CH:14][C:15]=2[N:16]([CH2:21][CH2:22][N:23]2[CH2:24][CH2:25][N:26]([CH3:29])[CH2:27][CH2:28]2)[S:17]([CH3:20])(=[O:18])=[O:19])[C:9]([O-:11])=[O:10])[CH2:3][CH2:2]1.[Li+:30]

Participants

4

Reactant 2

HCID 3939Lithium HydroxideHCID 86679485HCID 86679485, compound

Product 1

HCID 86679486HCID 86679486, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of methyl 3-(cyclopropylmethoxy)-4-(N-(2-(4-methylpiperazin-1-yl)ethyl)methylsulfonamido)benzoate (370 mg, 0.869 mmol) in THF (3 ml), a solution of LiOH 1M (43.8 mg, 1.043 mmol) was added. The final solution was stirred at RT for 6 hours, then the solvent was evaporated and the residue was dried under vacuum to give lithium 3-(cyclopropylmethoxy)-4-(N-(2-(4-methylpiperazin-1-yl)ethyl)methyl-sulfonamido)benzoate as a pale yellow solid (380 mg, yield considered to be quantitative, MS/ESI+ 412.0 [MH]+) that was used in the following step without further purification.

Workup

  1. customthe solvent was evaporated
  2. customthe residue was dried under vacuum
  3. customto give

Sources & evidence

ORD record
ord-a91d9deabd7b4c0b8238673bb604135f
Source dataset
uspto-grants-2016_02
Patent number
US09265768B2

Reaction notes

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