Benzyl 1-benzoyl-5-[(4,6-dimethoxypyrimidin-2-yl)oxy]-3-ethoxycarbonyl-2-methylindol-4-carboxylate → HCID 19962783, compound

HRID 52017Notes

Reaction equation

HRID 52017 reaction equation
[C:1]([N:9]1[C:17]2[CH:16]=[CH:15][C:14]([O:18][C:19]3[N:24]=[C:23]([O:25][CH3:26])[CH:22]=[C:21]([O:27][CH3:28])[N:20]=3)=[C:13]([C:29]([O:31]CC3C=CC=CC=3)=[O:30])[C:12]=2[C:11]([C:39]([O:41][CH2:42][CH3:43])=[O:40])=[C:10]1[CH3:44])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>C(OCC)(=O)C.[C].[Pd]>[C:1]([N:9]1[C:17]2[CH:16]=[CH:15][C:14]([O:18][C:19]3[N:24]=[C:23]([O:25][CH3:26])[CH:22]=[C:21]([O:27][CH3:28])[N:20]=3)=[C:13]([C:29]([OH:31])=[O:30])[C:12]=2[C:11]([C:39]([O:41][CH2:42][CH3:43])=[O:40])=[C:10]1[CH3:44])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 1

HCID 19962759Benzyl 1-benzoyl-5-[(4,6-dimethoxypyrimidin-2-yl)oxy]-3-ethoxycarbonyl-2-methylindol-4-carboxylate

Product 1

HCID 19962783HCID 19962783, compoundYield 97%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 8857Ethyl AcetateSolvent

Procedure

1.6 g of benzyl 1-benzoyl-5-[(4,6-dimethoxypyrimidin-2-yl)oxy]-3-ethoxycarbonyl-2-methylindol-4-carboxylate was dissolved in 50 ml of ethyl acetate, and 0.1 g of 10% palladium carbon was added thereto. Then, catalytic reduction was conducted. Insoluble matters were filtered off, and then filtrate was concentrated under reduced pressure. The residue thereby obtained was washed with isopropyl ether to obtain 1.28 g (yield: 97%) of the desired compound. mp: 113°-115° C.

Workup

  1. filtrationInsoluble matters were filtered off
  2. concentrationfiltrate was concentrated under reduced pressure
  3. customThe residue thereby obtained
  4. washwas washed with isopropyl ether

Sources & evidence

ORD record
ord-842237a3d11e4c5aa8d4605933cc7330
Source dataset
uspto-grants-1997_04
Patent number
US05616537

Reaction notes

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