Zatebradine → HCID 13319941, compound

HRID 1154684Notes

Reaction equation

HRID 1154684 reaction equation
[CH3:1][O:2][C:3]1[C:31]([O:32][CH3:33])=[CH:30][C:6]2[CH2:7][C:8](=O)[N:9]([CH2:12][CH2:13][CH2:14][N:15]([CH3:28])[CH2:16][CH2:17][C:18]3[CH:23]=[CH:22][C:21]([O:24][CH3:25])=[C:20]([O:26][CH3:27])[CH:19]=3)[CH2:10][CH2:11][C:5]=2[CH:4]=1.COC1C=CC(P2(=S)SP(=S)(C3C=CC(OC)=CC=3)[S:43]2)=CC=1>C1(C)C=CC=CC=1>[CH3:1][O:2][C:3]1[C:31]([O:32][CH3:33])=[CH:30][C:6]2[CH2:7][C:8](=[S:43])[N:9]([CH2:12][CH2:13][CH2:14][N:15]([CH3:28])[CH2:16][CH2:17][C:18]3[CH:23]=[CH:22][C:21]([O:24][CH3:25])=[C:20]([O:26][CH3:27])[CH:19]=3)[CH2:10][CH2:11][C:5]=2[CH:4]=1

Participants

4

Reactant 2

HCID 65637ZatebradineHCID 87949Lawesson's reagent

Product 1

HCID 13319941HCID 13319941, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

2.28 gm (0.005 mol) of 1-[7,8-dimethoxy-1,3,4,5-tetrahydro-2H-3-benzazepin-2-on-3-yl]-3-[N-methyl-N-(2-{3,4-dimethoxy-phenyl}-ethyl)-amino]-propane were dissolved in 10 ml of absolute toluene, and the solution was refluxed for 50 minutes with 1.0 gm (0.0025 mol) of 2,4-bis-(4-methoxy-phenyl)-1,3-dithia-2,4-diphosphetane-2,4-disulfide. After the solvent had been removed in vacuo in a rotary evaporator, the residue was purified on aluminium oxide with methylene chloride plus 2% ethanol as the eluant.

Workup

  1. customAfter the solvent had been removed in vacuo in a rotary evaporator
  2. customthe residue was purified on aluminium oxide with methylene chloride plus 2% ethanol as the eluant

Sources & evidence

ORD record
ord-836bc2f102c04e39a9b31881c7425eee
Source dataset
uspto-grants-1984_12
Patent number
US04490369

Reaction notes

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