Chloroform → HCID 44216140, compound

HRID 32101Notes

Reaction equation

HRID 32101 reaction equation
[C:1]([CH:3]=[CH:4][C:5]1[CH:6]=[C:7]2[C:12](=[CH:13][CH:14]=1)[CH:11]([NH:15][C:16](=[O:38])[CH2:17][CH:18]([NH:26][S:27]([C:30]1[CH:35]=[CH:34][C:33]([Cl:36])=[C:32]([Cl:37])[CH:31]=1)(=[O:29])=[O:28])[C:19]1[CH:24]=[CH:23][C:22]([F:25])=[CH:21][CH:20]=1)[CH2:10][CH2:9][CH2:8]2)#[N:2].C(Cl)(Cl)Cl>CCO.O=[Pt]=O>[NH2:2][CH2:1][CH2:3][CH2:4][C:5]1[CH:6]=[C:7]2[C:12](=[CH:13][CH:14]=1)[CH:11]([NH:15][C:16](=[O:38])[CH2:17][CH:18]([NH:26][S:27]([C:30]1[CH:35]=[CH:34][C:33]([Cl:36])=[C:32]([Cl:37])[CH:31]=1)(=[O:29])=[O:28])[C:19]1[CH:20]=[CH:21][C:22]([F:25])=[CH:23][CH:24]=1)[CH2:10][CH2:9][CH2:8]2

Participants

5

Reactant 2

HCID 6212ChloroformHCID 68931708N-[6-(2-Cyano-vinyl)-1,2,3,4-tetrahydro-naphthalen-1-yl]-3-(3,4-dichloro-benzenesulfonylamino)-3-(4-fluoro-phenyl)-propionamide

Product 1

HCID 44216140HCID 44216140, compound

Reagents, catalysts & solvents 2

HCID 345198Adams' catalystCatalystHCID 702EthanolSolvent

Procedure

To a solution of N-[6-(2-Cyano-vinyl)-1,2,3,4-tetrahydro-naphthalen-1-yl]-3-(3,4-dichloro-benzenesulfonylamino)-3-(4-fluoro-phenyl)-propionamide (150 mg, 0.26 mmol) in EtOH:CHCl3 mixture (75:25, 10 mL) was added PtO2 (18 mg, 0.078 mmol). The resulting mixture was flushed under N2 gas followed by evacuating—this was done 3 times. After last evacuation, the hydrogen balloon was inserted. The reaction mixture was stirred under H2 at RT for 2 h. Solvent was separated from the PtO2 by passing through the Celite®. Solvent was evaporated in vacuo to give the final product. MS m/z: 579.11 (M+H). Calc'd. for C28H30Cl2FN3O3S-578.53.

Workup

  1. customThe resulting mixture was flushed under N2 gas
  2. customby evacuating—this
  3. customSolvent was separated from the PtO2
  4. customSolvent was evaporated in vacuo

Sources & evidence

ORD record
ord-7a4131a494ea4af2a377d425a4a201fd
Source dataset
uspto-grants-2008_09
Patent number
US07425631B2

Reaction notes

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