Methylamine → HCID 11647883, compound

HRID 2267530Notes

Reaction equation

[CH:1]([S:3]([N:6]1[CH2:11][CH2:10][CH:9]([C:12]2[C:20]3[C:15](=[C:16]([C:27]([NH2:29])=[O:28])[CH:17]=[C:18]([C:21]4[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=4)[CH:19]=3)[NH:14][CH:13]=2)[CH2:8][CH2:7]1)(=[O:5])=[O:4])=[CH2:2].[CH3:30][NH2:31]>CC#N>[CH3:30][NH:31][CH2:2][CH2:1][S:3]([N:6]1[CH2:7][CH2:8][CH:9]([C:12]2[C:20]3[C:15](=[C:16]([C:27]([NH2:29])=[O:28])[CH:17]=[C:18]([C:21]4[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=4)[CH:19]=3)[NH:14][CH:13]=2)[CH2:10][CH2:11]1)(=[O:5])=[O:4]

Participants

Conditions

Temperature: 80 °C

Procedure

To a solution of 3-[1-(ethenylsulfonyl)-4-piperidinyl]-5-phenyl-1H-indole-7-carboxamide (26 mg, 0.063 mmol) in CH3CN (1.0 mL), were added methylamine (19.5 mg, 0.63 mmol). The reaction solution was heated to 80° C. overnight. After which time the reaction mixture was purified by reverse phase HPLC (water/CH3CN, 0.1% TFA 10-90%) to give the title compound (15 mg, 54%).

Workup

customAfter which time the reaction mixture was purified by reverse phase HPLC (water/CH3CN, 0.1% TFA 10-90%)

Sources & evidence

ORD record: ord-eb16b22bcb3c469a9dc4f9c79e1fdb32
Source dataset: uspto-grants-2010_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07858796B2

Reaction notes

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