3-Ethoxy-4-(pyridin-4-ylamino)cyclobut-3-ene-1,2-dione → 3-{2-[4-(4-Chlorophenoxy)-phenyl]-ethylamino}-4-(pyridin-4-yl-amino)-cyclobut-3-ene-1,2-dione

HRID 2097326Notes

Reaction equation

C(O[C:4]1[C:5](=[O:16])[C:6](=[O:15])[C:7]=1[NH:8][C:9]1[CH:14]=[CH:13][N:12]=[CH:11][CH:10]=1)C.[Cl:17][C:18]1[CH:33]=[CH:32][C:21]([O:22][C:23]2[CH:28]=[CH:27][C:26]([CH2:29][CH2:30][NH2:31])=[CH:25][CH:24]=2)=[CH:20][CH:19]=1>CCO>[Cl:17][C:18]1[CH:33]=[CH:32][C:21]([O:22][C:23]2[CH:28]=[CH:27][C:26]([CH2:29][CH2:30][NH:31][C:4]3[C:5](=[O:16])[C:6](=[O:15])[C:7]=3[NH:8][C:9]3[CH:10]=[CH:11][N:12]=[CH:13][CH:14]=3)=[CH:25][CH:24]=2)=[CH:20][CH:19]=1

Participants

Conditions

Temperature: 150 °C

Procedure

3-Ethoxy-4-(pyridine-4-yl-amino)-3-cyclobutene-1,2-dione (70 mg, 0.32 mmol) and 2-[4-(4-chlorophenoxy)-phenyl]-ethylamine (105 mg, 0.45 mmol) in EtOH (1.5 mL) were stirred and heated to 150° C. in a sealed vessel in a microwave synthesizer for 30 s. After cooling to r.t. the precipitate was filtered off, washed with EtOH (3×3 mL) and dried in vacuo.

Workup

temperatureAfter cooling to r.t. the precipitate
filtrationwas filtered off
washwashed with EtOH (3×3 mL)
customdried in vacuo

Sources & evidence

ORD record: ord-ce1559d358574daa846a09911908c489
Source dataset: uspto-grants-2013_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08450348B2

Reaction notes

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