HCID 58494004, compound → HCID 58494177, compound

HRID 1942680Notes

Reaction equation

HRID 1942680 reaction equation
[C:1]([C:3]1[CH:4]=[C:5]([C:13]2[S:14][C:15]([C:18]3[C:19]([CH2:31][CH3:32])=[C:20](/[CH:24]=[CH:25]/[C:26]([O:28][CH2:29][CH3:30])=[O:27])[CH:21]=[CH:22][CH:23]=3)=[CH:16][N:17]=2)[CH:6]=[CH:7][C:8]=1[O:9][CH:10]([CH3:12])[CH3:11])#[N:2]>CO.[Pd]>[C:1]([C:3]1[CH:4]=[C:5]([C:13]2[S:14][C:15]([C:18]3[C:19]([CH2:31][CH3:32])=[C:20]([CH2:24][CH2:25][C:26]([O:28][CH2:29][CH3:30])=[O:27])[CH:21]=[CH:22][CH:23]=3)=[CH:16][N:17]=2)[CH:6]=[CH:7][C:8]=1[O:9][CH:10]([CH3:12])[CH3:11])#[N:2]

Participants

4

Reactant 1

HCID 58494004HCID 58494004, compound

Product 1

HCID 58494177HCID 58494177, compoundYield 99.6%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To a solution of ethyl (2E)-3-[3-(2-{3-cyano-4-[(1-methylethyl)oxy]phenyl}-1,3-thiazol-5-yl)-2-ethylphenyl]-2-propenoate (D113) (1 g, 2.239 mmol) in Methanol (20 mL) was added Pd/C. The mixture was stirred at room temperature for 1 h. After filtration, the solvent was evaporated in vacuo to afford ethyl 3-[3-(2-{3-cyano-4-[(1-methylethyl)oxy]phenyl}-1,3-thiazol-5-yl)-2-ethylphenyl]propanoate (D114) (1 g). MS (ES): C26H28N2O3S requires 448.2. found 449.2 (M+H+).

Workup

  1. filtrationAfter filtration
  2. customthe solvent was evaporated in vacuo

Sources & evidence

ORD record
ord-2b263185dc5c46549b1e71a35d6820fb
Source dataset
uspto-grants-2013_03
Patent number
US08389508B2

Reaction notes

Loading…