Formic Acid → HCID 54221613, compound

HRID 581920Notes

Reaction equation

HRID 581920 reaction equation
[N:1]1[CH:6]=[CH:5][C:4]([C:7]2[CH:8]=[C:9]([NH:13][C:14]3[CH:19]=[CH:18][C:17]([C:20]#[N:21])=[CH:16][C:15]=3[NH2:22])[CH:10]=[CH:11][CH:12]=2)=[N:3][CH:2]=1.[CH:23](O)=O>>[C:20]([C:17]1[CH:18]=[CH:19][C:14]2[N:13]([C:9]3[CH:10]=[CH:11][CH:12]=[C:7]([C:4]4[CH:5]=[CH:6][N:1]=[CH:2][N:3]=4)[CH:8]=3)[CH:23]=[N:22][C:15]=2[CH:16]=1)#[N:21]

Participants

3

Reactant 2

HCID 284Formic AcidHCID 53642862HCID 53642862, compound

Product 1

HCID 54221613HCID 54221613, compoundYield 85%

Conditions

Temperature
110 °C

Procedure

A mixture of (60) (3.0 g, 10 mmol) and HCO2H (20 ml) was stirred at 110° C. for 1 hr. The mixture was concentrated in vacuo. The residue was partitioned between a 5% aqueous NaHCO3 solution and CH2Cl2. The organic phase was dried over MgSO4, and the solvent was removed by evaporation. The residue was triturated with ethyl acetate to afford crystalline (61) (2.6g, 85%).

Workup

  1. concentrationThe mixture was concentrated in vacuo
  2. customThe residue was partitioned between a 5% aqueous NaHCO3 solution and CH2Cl2
  3. dry with materialThe organic phase was dried over MgSO4
  4. customthe solvent was removed by evaporation
  5. customThe residue was triturated with ethyl acetate

Sources & evidence

ORD record
ord-2b1c56c83eac43e4ab1bd9a81295cee3
Source dataset
uspto-grants-1999_07
Patent number
US05922725

Reaction notes

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