Dimethyl methoxymethylenemalonate → HCID 86732426, compound

HRID 1776397Notes

Reaction equation

HRID 1776397 reaction equation
Cl.[F:2][C:3]1[CH:21]=[CH:20][CH:19]=[CH:18][C:4]=1[CH2:5][N:6]1[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[C:8]([C:15](=[NH:17])[NH2:16])=[N:7]1.[CH3:22][O:23][C:24](=[O:33])[C:25](=[CH:30]OC)[C:26](OC)=[O:27].C[O-].[Na+:36]>CO>[F:2][C:3]1[CH:21]=[CH:20][CH:19]=[CH:18][C:4]=1[CH2:5][N:6]1[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[C:8]([C:15]2[N:16]=[C:26]([O-:27])[C:25]([C:24]([O:23][CH3:22])=[O:33])=[CH:30][N:17]=2)=[N:7]1.[Na+:36]

Participants

5

Reactant 3

HCID 90770Dimethyl methoxymethylenemalonateHCID 10942334Sodium MethoxideHCID 89487321HCID 89487321, compound

Product 1

HCID 86732426HCID 86732426, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

2.5 g of 1-(2-fluorobenzyl)-1H-indazole-3-carboximidamide hydrochloride (1:1) (1-2-3×HCl, 8.20 mmol, 1 eq.), 1.43 g of dimethyl(methoxymethylidene)propanedioate (8.20 mmol, 1 eq.) and 50 ml of methanol and 443 mg of sodium methanolate were stirred under nitrogen atmosphere at 60° C. bath temperature for 24 hours. The clear yellowish solution turned into a suspension which was filtered off. The crystals were washed with cold methanol to yield 1.64 g (4.1 mmol, 50%) of the analytically pure target compound.

Workup

  1. filtrationwas filtered off
  2. washThe crystals were washed with cold methanol
  3. customto yield 1.64 g (4.1 mmol, 50%) of the analytically pure target compound

Sources & evidence

ORD record
ord-cd1ddeac6ba94a039b5bac91621613f8
Source dataset
uspto-grants-2016_02
Patent number
US09265763B2

Reaction notes

Loading…