1-Methylpiperazine → HCID 67974012, compound

HRID 1777615Notes

Reaction equation

[Cl:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][CH:6]=[C:5]2[CH2:11][CH2:12][NH:13][C:14](=[O:23])[C:15]1[CH:20]=[CH:19][CH:18]=[C:17]([CH2:21]Cl)[CH:16]=1.[CH3:24][N:25]1[CH2:30][CH2:29][NH:28][CH2:27][CH2:26]1>C1COCC1>[Cl:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][CH:6]=[C:5]2[CH2:11][CH2:12][NH:13][C:14](=[O:23])[C:15]1[CH:20]=[CH:19][CH:18]=[C:17]([CH2:21][N:28]2[CH2:29][CH2:30][N:25]([CH3:24])[CH2:26][CH2:27]2)[CH:16]=1

Participants

Conditions

Temperature: 70 °C

Procedure

N-(2-(5-Chloro-1H-indol-3-yl)ethyl)-3-((4-methylpiperazin-1-yl)methyl)benzamide was prepared following Method C starting from N-(2-(5-chloro-1H-indol-3-yl)ethyl)-3-(chloromethyl)benzamide (0.050 g; 0.144 mmol) and N-methylpiperazine (0.0554 mL; 0.5 mmol) in THF (3 mL). The mixture was heated at 70° C. for 5 hours. Flash chromatography on silica gel (eluent 10 to 15% methanol in dichloromethane) furnished 0.039 g (66%) of the title compound as a white solid.

Workup

customN-(2-(5-Chloro-1H-indol-3-yl)ethyl)-3-((4-methylpiperazin-1-yl)methyl)benzamide was prepared

Sources & evidence

ORD record: ord-5f2b6c932dda45dd8f8df54535d19b99
Source dataset: uspto-grants-2016_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09266832B2

Reaction notes

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