HCID 11616834, compound → HCID 11602341, compound

HRID 746620Notes

Reaction equation

HRID 746620 reaction equation
[F:1][C:2]1[C:3]([C:8]([C:10]2[C:11]3[CH:23]=[CH:22][CH:21]=[CH:20][C:12]=3[S:13][C:14]=2[CH2:15][CH2:16][N:17]([CH3:19])[CH3:18])=[CH2:9])=[N:4][CH:5]=[CH:6][CH:7]=1>C(O)C.[Pt](=O)=O>[F:1][C:2]1[C:3]([CH:8]([C:10]2[C:11]3[CH:23]=[CH:22][CH:21]=[CH:20][C:12]=3[S:13][C:14]=2[CH2:15][CH2:16][N:17]([CH3:18])[CH3:19])[CH3:9])=[N:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 1

HCID 11616834HCID 11616834, compound2×

Product 1

HCID 11602341HCID 11602341, compound

Reagents, catalysts & solvents 2

HCID 345198Adams' catalystCatalystHCID 702EthanolSolvent

Procedure

To a solution of (2-{3-[1-(3-fluoro-pyridin-2-yl)-vinyl]-benzo[b]thiophen-2-yl}-ethyl)-dimethyl-amine (Compound 18-2) (26 mg, 0.080 mmol) in ethanol (1 mL), platinum dioxide (9 mg, 0.04 mol) was added. The reaction was shaken at 30 psi for 4 hours under H2 atmosphere and monitored by LC/MS. The reaction was filtered and washed with EtOH and subsequently purified by mass triggered preparative HPLC to afford (2-{3-[1-(3-fluoro-pyridin-2-yl)-ethyl]-benzo[b]thiophen-2-yl}-ethyl)-dimethyl-amine (Compound 18-3). MH+=329. tR=4.7 min (Method 2).

Workup

  1. filtrationThe reaction was filtered
  2. washwashed with EtOH
  3. customsubsequently purified by mass

Sources & evidence

ORD record
ord-0747cf039b534587b697f4a31a708cc2
Source dataset
uspto-grants-2008_07
Patent number
US07393865B2

Reaction notes

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