Benzylamine → HCID 118557994, compound

HRID 2207181Notes

Reaction equation

HRID 2207181 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][C:11]=1[O:12][CH3:13])[C:8](=[O:14])[CH:7]([CH2:15]/[CH:16]=[CH:17]/[CH:18]=O)[CH2:6]2.[CH3:20][NH:21][S:22]([CH2:25][C:26](=O)[CH3:27])(=[O:24])=[O:23].[CH2:29]([NH2:36])[C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1>>[CH2:29]([N:36]1[CH:18]=[CH:17][CH:16]([CH2:15][CH:7]2[CH2:6][C:5]3[C:9](=[CH:10][C:11]([O:12][CH3:13])=[C:3]([O:2][CH3:1])[CH:4]=3)[C:8]2=[O:14])[C:25]([S:22]([NH:21][CH3:20])(=[O:24])=[O:23])=[C:26]1[CH3:27])[C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1

Participants

4

Reactant 3

HCID 7504BenzylamineHCID 11030003HCID 11030003, compoundHCID 118557933HCID 118557933, compound

Product 1

HCID 118557994HCID 118557994, compound

Procedure

The title compound 80 is prepared according to the procedure reported in Example 27 with aldehyde 79 (104.4 mg, 0.40 mmol), N-methyl-2-oxo-propane-1-sulfonamide [prepared as described by Builla et al in Tetrahedron 1998, 3589](60.4 mg, 0.40 mmol) and benzylamine (42.8 mg, 0.40 mmol) as reactants. Purification by column chromatography on SiO2 (gradient of EtOAc in Petroleum Ether) afford the title compound 80 as a yellow solid. (Yield 77.1 mg, 40%).

Workup

  1. customThe title compound 80 is prepared
  2. customPurification by column chromatography on SiO2 (gradient of EtOAc in Petroleum Ether)

Sources & evidence

ORD record
ord-3d769c1c479f4298a5dd96b35e687b46
Source dataset
uspto-grants-2016_06
Patent number
US09376387B2

Reaction notes

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