Diethyl Oxalate → HCID 20165027, compound

HRID 255878Notes

Reaction equation

[CH2:1]([NH:4][CH2:5][CH2:6][NH:7][C:8]1[CH:13]=[CH:12][CH:11]=[C:10]([C:14]([F:17])([F:16])[F:15])[CH:9]=1)[C:2]#[CH:3].C(O[C:21](=[O:27])[C:22]([O:24]CC)=O)C>>[CH2:1]([N:4]1[CH2:5][CH2:6][N:7]([C:8]2[CH:13]=[CH:12][CH:11]=[C:10]([C:14]([F:15])([F:16])[F:17])[CH:9]=2)[C:21](=[O:27])[C:22]1=[O:24])[C:2]#[CH:3]

Participants

Reactant 2

HCID 7268Diethyl Oxalate

HCID 20165017HCID 20165017, compound

Product 1

HCID 20165027HCID 20165027, compound

Procedure

Condensation of N-propargyl-N'-(3-trifluoromethyl-phenyl)-ethylenediamine, obtainable according to 3.2, with diethyloxalate gave 1-propargyl-4-(3-trifluoromethyl-phenyl)-piperazin-2,3-dione. This compound was reduced to the title compound with lithium aluminum hydride or borane and was processed according to Example 5. White crystals, melting point 218°-219° C. (decomposition).

Sources & evidence

ORD record: ord-ff3ed90bcccf499da590d53af85454a2
Source dataset: uspto-grants-1987_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04699910

Reaction notes

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