Methyl 2-(1,3-dioxaindan-5-yl)acetate → HCID 135702880, compound

HRID 566344Notes

Reaction equation

HRID 566344 reaction equation
[NH2:1][C:2]1[N:6]([CH:7]([CH:17]([OH:19])[CH3:18])[CH2:8][CH2:9][CH2:10][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[N:5]=[C:4]([CH3:20])[C:3]=1[C:21]([NH2:23])=[O:22].[CH2:24]1[O:32][C:31]2[CH:30]=[CH:29][C:28]([CH2:33][C:34](OC)=O)=[CH:27][C:26]=2[O:25]1.CC(C)([O-])C.[K+].C(=O)([O-])O.[Na+]>ClCCl>[CH2:24]1[O:32][C:31]2[CH:30]=[CH:29][C:28]([CH2:33][C:34]3[NH:23][C:21](=[O:22])[C:3]4[C:4]([CH3:20])=[N:5][N:6]([CH:7]([CH:17]([OH:19])[CH3:18])[CH2:8][CH2:9][CH2:10][C:11]5[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=5)[C:2]=4[N:1]=3)=[CH:27][C:26]=2[O:25]1

Participants

6

Reactant 4

HCID 266588Methyl 2-(1,3-dioxaindan-5-yl)acetateHCID 516892Sodium BicarbonateHCID 21266062HCID 21266062, compoundHCID 23665647Potassium tert-butoxide

Product 1

HCID 135702880HCID 135702880, compoundYield 31%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

10 mg (0.037 mmol) of 5-amino-1-[1-(1-hydroxy-ethyl)-4-phenyl-butyl]-3-methyl-1H-pyrazole-4-carboxamide and 30 mg (0.129 mmol) of methyl 3,4-methylenedioxyphenylacetate are refluxed for 6 hours in 0.3 ml of a 0.5M ethanolic potassium tert-butoxide solution. After dichloromethane and saturated aqueous sodium hydrogen carbonate solution have been added, the phases are separated. Purification by chromatography gives 5 mg (31%) of a solid, Rf=0.44 (dichloromethane/methanol=15:1).

Workup

  1. customthe phases are separated
  2. customPurification by chromatography

Sources & evidence

ORD record
ord-455a87bc1bca47f0831251521d295cf8
Source dataset
uspto-grants-2001_01
Patent number
US06174884B1

Reaction notes

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