2-(1-Benzylpiperidin-4-yl)ethan-1-amine → 3-[2-(1-Benzylpiperidin-4-yl)ethylamino]-4-(pyridin-3-yl-amino)-cyclobut-3-ene-1,2-dione

HRID 2097344Notes

Reaction equation

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

Participants

Conditions

Temperature: 150 °C

Procedure

3-Ethoxy-4-(pyridine-3-yl-amino)-3-cyclobutene-1,2-dione (164 mg, 0.75 mmol) prepared according to example 1A and 2-(1-benzylpiperidin-4-yl)-ethylamine (196 mg, 0.90 mmol) in EtOH (4 mL) were stirred and heated to 150° C. in a sealed vessel in a microwave synthesizer for 3 min. After cooling to r.t. the precipitate was filtered off and 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-239e4735fd8d4df3b36b664acb1bc3b2
Source dataset: uspto-grants-2013_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08450348B2

Reaction notes

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