Carbon Dioxide → HCID 86652636, compound

HRID 1035849Notes

Reaction equation

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

Participants

Reactant 2

HCID 280Carbon Dioxide

HCID 86652637HCID 86652637, compound

Product 1

HCID 86652636HCID 86652636, compound

Procedure

The resulting monomethyl 2-[5-chloro-3-(2-ethoxypyridin-3-yl)-6-fluoro-2-oxo-2,3-dihydro-1H-indol-3-yl]malonate (4.58 g) was heated in a one-neck flask under a blanket of nitrogen to 150° C. During this, CO2 gas was evolved and methyl [5-chloro-3-(2-ethoxypyridin-3-yl)-6-fluoro-2-oxo-2,3-dihydro-1H-indol-3-yl]acetate was formed. The reaction mixture was cooled to room temperature, and the substance was mixed with methanol. The crystals which formed were stored in a refrigerator at 5° C. overnight. The solid was filtered off with suction and washed with a little methanol. 3.286 g (8.68 mmol, 80% yield) of the title compound were obtained as a white solid.

Sources & evidence

ORD record: ord-3c1880debabd4014b735862bba4e3980
Source dataset: uspto-grants-2013_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08546401B2

Reaction notes

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