Potassium tert-butoxide → HCID 14770859, compound

HRID 1651589Notes

Reaction equation

HRID 1651589 reaction equation
[CH:1]1([NH:4][CH:5]=[C:6]([C:12](=[O:28])[C:13]2[CH:18]=[C:17]([F:19])[C:16]([CH:20]3[CH2:25][CH2:24][N:23]([CH3:26])[CH2:22][CH2:21]3)=[CH:15][C:14]=2F)[C:7]([O:9][CH2:10][CH3:11])=[O:8])[CH2:3][CH2:2]1.CC(C)([O-])C.[K+]>C(O)(C)(C)C>[CH:1]1([N:4]2[C:14]3[C:13](=[CH:18][C:17]([F:19])=[C:16]([CH:20]4[CH2:25][CH2:24][N:23]([CH3:26])[CH2:22][CH2:21]4)[CH:15]=3)[C:12](=[O:28])[C:6]([C:7]([O:9][CH2:10][CH3:11])=[O:8])=[CH:5]2)[CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 23665647Potassium tert-butoxideHCID 178471864HCID 178471864, compound

Product 1

HCID 14770859HCID 14770859, compound

Reagents, catalysts & solvents 1

HCID 6386tert-ButanolSolvent

Conditions

Temperature
65 °C

Procedure

A solution of 3.91 g (10 mmoles) of ethyl α-[(cyclopropylamino)methylene]-2,5-difluoro-4-(1-methyl-4-piperidinyl)-β-oxobenzenepropanoate in 50 ml of t-butyl alcohol was treated with 1.23 g (11 mmoles) of potassium t-butoxide and heated at 65° C. for 11/2 hours. The mixture was evaporated under vacuum and the residue was stirred in 50 ml of water and neutralized with 1 N HCl. After extraction with chloroform the organic layer was dried (MgSO4) and evaporated to afford the title compound.

Workup

  1. customThe mixture was evaporated under vacuum
  2. extractionAfter extraction with chloroform the organic layer
  3. dry with materialwas dried (MgSO4)
  4. customevaporated

Sources & evidence

ORD record
ord-7d99f05236294f12a30ee346cb508eb6
Source dataset
uspto-grants-1990_05
Patent number
US04929613

Reaction notes

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