Methyl 2-(1,3-dioxaindan-5-yl)acetate → HCID 135702883, compound

HRID 566339Notes

Reaction equation

HRID 566339 reaction equation
[NH2:1][C:2]1[N:6]([CH:7]([CH3:17])[CH2:8][CH2:9][CH2:10][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[N:5]=[CH:4][C:3]=1[C:18]([NH2:20])=[O:19].[CH2:21]1[O:29][C:28]2[CH:27]=[CH:26][C:25]([CH2:30][C:31](OC)=O)=[CH:24][C:23]=2[O:22]1.CC(C)([O-])C.[K+].C(=O)([O-])O.[Na+]>ClCCl>[CH2:21]1[O:29][C:28]2[CH:27]=[CH:26][C:25]([CH2:30][C:31]3[NH:20][C:18](=[O:19])[C:3]4[CH:4]=[N:5][N:6]([CH:7]([CH3:17])[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:24][C:23]=2[O:22]1

Participants

6

Reactant 4

HCID 266588Methyl 2-(1,3-dioxaindan-5-yl)acetateHCID 516892Sodium BicarbonateHCID 21266081HCID 21266081, compoundHCID 23665647Potassium tert-butoxide

Product 1

HCID 135702883HCID 135702883, compoundYield 65.5%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

18 mg (0.066 mmol) of 5-amino-1-(1-methyl-4-phenyl-butyl)-1H-pyrazole-4-carboxamide and 41 mg (0.21 mmol) of methyl 3,4-methylenedioxyphenylacetate are refluxed for 6 hours in 1 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 18 mg (64%) of a solid, Rf=0.34 (dichloromethane/methanol=15:1).

Workup

  1. customthe phases are separated
  2. customPurification by chromatography

Sources & evidence

ORD record
ord-89339def6a5c494cbf77fd13d21b6f0e
Source dataset
uspto-grants-2001_01
Patent number
US06174884B1

Reaction notes

Loading…