Formic Acid → HCID 19962787, compound

HRID 52006Notes

Reaction equation

HRID 52006 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[C:7]([O:9][CH3:10])[N:6]=[C:5]([O:11][C:12]2[C:26]([C:27]([O:29]CC=C)=[O:28])=[C:16]3[C:17]([C:21](=[O:25])[N:22]([CH3:24])[CH3:23])=[C:18]([CH3:20])[O:19][C:15]3=[CH:14][CH:13]=2)[N:4]=1.C(O)=O.C(OC(C)C)(C)C>O1CCCC1>[CH3:10][O:9][C:7]1[CH:8]=[C:3]([O:2][CH3:1])[N:4]=[C:5]([O:11][C:12]2[C:26]([C:27]([OH:29])=[O:28])=[C:16]3[C:17]([C:21](=[O:25])[N:22]([CH3:23])[CH3:24])=[C:18]([CH3:20])[O:19][C:15]3=[CH:14][CH:13]=2)[N:6]=1

Participants

5

Reactant 3

HCID 284Formic AcidHCID 7914Diisopropyl EtherHCID 19962758Allyl 5-(4,6-Dimethoxypyrimidin-2-yl)oxy-3-dimethylcarbamoyl-2-methylbenzofuran-4-carboxylate

Product 1

HCID 19962787HCID 19962787, compoundYield 80.1%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
50 °C

Procedure

1.40 g of allyl 5-(4,6-dimethoxypyrimidin-2-yl)oxy-3-dimethylcarbamoyl-2-methylbenzofuran-4-carboxylate and 0.29 g of formic acid were dissolved in 12 ml of tetrahydrofuran, and 37 mg of tetrakistriphenylphosphine palladium (0) was added thereto under a nitrogen atmosphere. The mixture was heated and stirred at 50° C. for 3 hours. The mixture was returned to room temperature, and then isopropyl ether was added to the reaction solution. Precipitated crystals were collected by filtration to obtain 1.02 g (yield: 80%) of the desired compound.

Workup

  1. temperatureThe mixture was heated
  2. customwas returned to room temperature
  3. customPrecipitated crystals
  4. filtrationwere collected by filtration

Sources & evidence

ORD record
ord-45b1495619034b358be45ad751319aba
Source dataset
uspto-grants-1997_04
Patent number
US05616537

Reaction notes

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