HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 3-Ethyl 5-methyl 6-(chlorodifluoromethyl)-4-(1-pyrrolidylamino)-2-(trifluoromethyl)-3,5-pyridinedicarboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Pyrrolidin-1-amine monohydrochloride | HCID 3017392 | — |
| Reactant | HCID 14013781 | HCID 14013781 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 3-Ethyl 5-methyl 6-(chlorodifluoromethyl)-4-(1-pyrrolidylamino)-2-(trifluoromethyl)-3,5-pyridinedicarboxylate | HCID 14013760 | — |
Reaction Steps
A mixture of 5.0 g (0.013 mol) of product of Example 23, 3.42 g (0.034 mol) of triethylamine, 2.08 g (0.017 mol) of N-aminopyrrolidine hydrochloride in 30 ml of DMF were reacted at 45° C. for 1 hour. The reaction mixture was poured into water, extracted with ether, washed with diluted HCL, dried (MgSO4) and concentrated in vacuo to 4.06 g of light yellow solid. This solid was recrystallized in hot hexane affording 3.47 g (59.9%) of product as a beige solid; mp 101°-103° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04921530 |
| Source dataset | uspto-grants-1990_05 |
| ORD ID | ord-b892eb22bec54bc996fb27f06dbba739 |
| Source note | uspto-grants-1990_05 |