Benzylamine → HCID 178512098, compound

HRID 1931514Notes

Reaction equation

HRID 1931514 reaction equation
I.[C@H:2]1([NH:11][C:12]2[CH:21]=[CH:20][C:19]3[C:14](=[CH:15][CH:16]=[C:17]([NH:22][C:23](=[NH:26])SC)[CH:18]=3)[N:13]=2)[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH2:4][CH2:3]1.[CH2:27]([NH2:34])[C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1>C(O)C>[CH2:27]([NH:34][C:23]([NH:22][C:17]1[CH:18]=[C:19]2[C:14](=[CH:15][CH:16]=1)[N:13]=[C:12]([NH:11][C@H:2]1[C:10]3[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=3)[CH2:4][CH2:3]1)[CH:21]=[CH:20]2)=[NH:26])[C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1

Participants

4

Reactant 2

HCID 7504BenzylamineHCID 178503968HCID 178503968, compound

Product 1

HCID 178512098HCID 178512098, compoundYield 56.9%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

1-[2-((R)-Indan-1-ylamino)-quinolin-6-yl]-2-methyl-isothiourea hydroiodide (345 mg, 0.72 mmol) was dissolved in 10 mL ethanol. Benzylamine (310 mg, 2.9 mmol) was added and the reaction mixture was refluxed overnight. The solvent was evaporated and the residue was purified by column chromatography (silica gel, dichloromethane/methanol 19:1). The title compound (167 mg, 56%) was obtained as a light yellow foam; MS: m/e=408.5 (M+H+).

Workup

  1. temperaturethe reaction mixture was refluxed overnight
  2. customThe solvent was evaporated
  3. customthe residue was purified by column chromatography (silica gel, dichloromethane/methanol 19:1)

Sources & evidence

ORD record
ord-f7107b2c821444d3ac8c3af302646adf
Source dataset
uspto-grants-2012_05
Patent number
US08188284B2

Reaction notes

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