HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 910870Generated: October 26, 2026
Dimethylformamide → 4-Chloro-2-[[2-chloro-4-(methylsulfonyl)phenyl]amino]-benzenepropanoic acid
https://huagongshe.com/reaction/910870
Participants
| Role | Name | HCID | Charge |
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| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 3-[2-[2-Chloro-4-(methylsulfonyl)phenoxy]-4-(trifluoromethyl)phenyl]propanoic acid | HCID 11625977 | — |
| Reactant | 7-Chloro-1,2,3,4-tetrahydroquinolin-2-one | HCID 13690766 | — |
| Product | 4-Chloro-2-[[2-chloro-4-(methylsulfonyl)phenyl]amino]-benzenepropanoic acid | HCID 11552809 | — |
Reaction Steps
A solution of the product from step (ii) (0.174 g) and sodium hydride (60% wt. disp. oil, 0.039 g) in DMF (10 ml) was stirred at 50° C. for 1 hour. The product from example 3 step (vi)-(vii) (0.200 g) was added and the mixture was refluxed at 90° C. for 3 hours. The mixture was partitioned between 2M sodium hydroxide and diethyl ether. The aqueous layer was acidified with 2M hydrochloric acid, extracted with ethyl acetate and the organic layer dried and concentrated under reduced pressure to give an oil. The residue was purified using RP prep HPLC. Yield 0.061 g
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08022248B2 |
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| Source dataset | uspto-grants-2011_09 |
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| ORD ID | ord-84c433670f8646a5be55f83af31ce6cf |
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| Source note | uspto-grants-2011_09 |
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