4-(Piperidin-1-ylmethyl)aniline → HCID 178518323, compound

HRID 2236589Notes

Reaction equation

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

Participants

Conditions

Temperature: 110 °C

Procedure

A mixture of 4-methoxymethylene-4H-isoquinoline-1,3-dione (101.5 mg, 0.5 mmol), 4-piperidin-1-ylmethyl-phenylamine (95.14 mg, 0.5 mmol) in 1 mL of N,N-dimethylformamide is heated at 110° C. for 2 h. After cooling in the refrigerator, the precipitate is collected, and washed with ether to give 92 mg (51%) of yellow solid mp 185-186° C.; HRMS (ESI) m/z calcd for C22H23N3O2 362.18546. found 362.18631 (M+H)+1.

Workup

temperatureAfter cooling in the refrigerator
customthe precipitate is collected
washwashed with ether

Sources & evidence

ORD record: ord-092cdc1ed7204b13b227dc4dbfba5ee2
Source dataset: uspto-grants-2010_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07713994B2

Reaction notes

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