HCID 10300766, compound → HCID 22285667, compound

HRID 1168086Notes

Reaction equation

HRID 1168086 reaction equation
C1(NS([C:8]2[CH:13]=[C:12]([O:14][C:15]3[C:20]([Cl:21])=[CH:19][C:18]([CH2:22][CH:23]4[S:27][C:26](=[O:28])[NH:25][C:24]4=[O:29])=[CH:17][C:16]=3[Cl:30])[CH:11]=[CH:10][C:9]=2[OH:31])(=O)=O)CC1.[H][H].[C:34](OCC)(=O)C.CO>[Pd]>[Cl:30][C:16]1[CH:17]=[C:18]([CH:19]=[C:20]([Cl:21])[C:15]=1[O:14][C:12]1[CH:11]=[CH:10][C:9]([O:31][CH3:34])=[CH:8][CH:13]=1)[CH2:22][CH:23]1[S:27][C:26](=[O:28])[NH:25][C:24]1=[O:29]

Participants

5

Reactant 3

HCID 10300766HCID 10300766, compoundHCID 21584119Ethylacetate methanolHCID 178418361HCID 178418361, compound

Product 1

HCID 22285667HCID 22285667, compound

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

The title compound of Step C (93 mg) was dissolved in ethyl acetate/methanol (4 ml/2 ml) and then 10% palladium on carbon (70 mg) was added. The reaction mixture was placed on Parr shaker for four hours under 50 psi hydrogen at room temperature. The solution was filtered through diatomaceous earth, and concentrated. The residue was purified by preparative TLC (3% methanol in dichloromethane) to afford the title compound (52 mg) as a solid. MS (APCl−) Calc: 397.0, Found: 396.0 (M−1).

Workup

  1. filtrationThe solution was filtered through diatomaceous earth
  2. concentrationconcentrated
  3. customThe residue was purified by preparative TLC (3% methanol in dichloromethane)

Sources & evidence

ORD record
ord-698ce0bc978c4674a182a60c252f8c4c
Source dataset
uspto-grants-2003_09
Patent number
US06620830B2

Reaction notes

Loading…