Benzylamine → HCID 118557977, compound
Reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[C:9](=[O:13])[CH:8]([CH2:14]/[CH:15]=[CH:16]/[CH:17]=O)[CH2:7][CH2:6]2.[CH3:19][S:20]([CH2:23][C:24](=O)[CH3:25])(=[O:22])=[O:21].[CH2:27]([NH2:34])[C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1>>[CH2:27]([N:34]1[CH:17]=[CH:16][CH:15]([CH2:14][CH:8]2[CH2:7][CH2:6][C:5]3[C:10](=[CH:11][CH:12]=[C:3]([O:2][CH3:1])[CH:4]=3)[C:9]2=[O:13])[C:23]([S:20]([CH3:19])(=[O:22])=[O:21])=[C:24]1[CH3:25])[C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1Participants
4
Procedure
The title compound 81 is prepared according to the procedure reported in Example 27 with aldehyde 54 (60.9 mg, 0.25 mmol), commercial 1-methylsulfonylpropan-2-one (34.0 mg, 0.25 mmol) and benzylamine (26.8 mg, 0.25 mmol) as reactants. Purification by column chromatography on SiO2 (gradient of EtOAc in Petroleum Ether) afford the title compound 81 as a pale yellow solid. (Yield 32.8 mg, 29%).
Workup
- customThe title compound 81 is prepared
- customPurification by column chromatography on SiO2 (gradient of EtOAc in Petroleum Ether)
Sources & evidence
- ORD record
- ord-9e23757ec510427ab0569704bbbd55d2
- Source dataset
- uspto-grants-2016_06
- Patent number
- US09376387B2
Reaction notes
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