Potassium tert-butoxide → HCID 69545678, compound

HRID 2086267Notes

Reaction equation

HRID 2086267 reaction equation
[C:1]([O:5][C:6]([NH:8][NH:9][C:10](=[O:34])[CH2:11][N:12]([S:20]([C:23]1[CH:32]=[CH:31][C:30]2[C:25](=[CH:26][CH:27]=[C:28]([Cl:33])[CH:29]=2)[CH:24]=1)(=[O:22])=[O:21])[CH2:13][CH:14]=[CH:15][C:16]([O:18][CH3:19])=[O:17])=[O:7])([CH3:4])([CH3:3])[CH3:2].CC(C)([O-])C.[K+]>C1COCC1>[C:1]([O:5][C:6]([NH:8][N:9]1[C:10](=[O:34])[CH2:11][N:12]([S:20]([C:23]2[CH:32]=[CH:31][C:30]3[C:25](=[CH:26][CH:27]=[C:28]([Cl:33])[CH:29]=3)[CH:24]=2)(=[O:22])=[O:21])[CH2:13][CH:14]1[CH2:15][C:16]([O:18][CH3:19])=[O:17])=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

4

Reactant 2

HCID 23665647Potassium tert-butoxideHCID 69546047HCID 69546047, compound

Product 1

HCID 69545678HCID 69545678, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
70 °C

Procedure

A solution of methyl 4-[[2-(N′-tert-butoxycarbonylhydrazino)-2-oxoethyl](6-chloro-naphthalene-2-sulfonyl)amino]-2-butenoate (500 mg) in THF (25 ml) was combined with potassium t-butoxide (22 mg) and stirred at 70° C. for 15 hours. The reaction mixture was concentrated and the residue was dissolved in ethyl acetate, washed with water and brine, dried and concentrated to obtain the title compound (500 mg) as a colorless amorphous material.

Workup

  1. concentrationThe reaction mixture was concentrated
  2. dissolutionthe residue was dissolved in ethyl acetate
  3. washwashed with water and brine
  4. customdried
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-4a43848cf47a4d7e897049b0e243e518
Source dataset
uspto-grants-2004_04
Patent number
US06723722B1

Reaction notes

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