Potassium Carbonate → HCID 11648671, compound

HRID 1713035Notes

Reaction equation

HRID 1713035 reaction equation
C(O[C:4]([C:6]1[NH:10][C:9]2[CH:11]=[C:12]([C:14]3[CH:19]=[CH:18][C:17]([Cl:20])=[CH:16][CH:15]=3)[O:13][C:8]=2[CH:7]=1)=[O:5])C.C(OC(=O)C(CC)CCN1C(=S)N2C3C=C(C4C=CC(Cl)=CC=4)OC=3C=C2C1=O)C.[CH2:51]([O:53][P:54]([CH2:59][CH2:60][CH2:61][N:62]=[C:63]=[S:64])(=[O:58])[O:55][CH2:56][CH3:57])[CH3:52].C([O-])([O-])=O.[K+].[K+]>C(O)C>[CH2:51]([O:53][P:54]([CH2:59][CH2:60][CH2:61][N:62]1[C:63](=[S:64])[N:10]2[C:9]3[CH:11]=[C:12]([C:14]4[CH:15]=[CH:16][C:17]([Cl:20])=[CH:18][CH:19]=4)[O:13][C:8]=3[CH:7]=[C:6]2[C:4]1=[O:5])(=[O:58])[O:55][CH2:56][CH3:57])[CH3:52]

Participants

6

Reactant 4

HCID 11430Potassium CarbonateHCID 12527106HCID 12527106, compoundHCID 86618329HCID 86618329, compoundHCID 86618336HCID 86618336, compound

Product 1

HCID 11648671HCID 11648671, compoundYield 60%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
110 °C

Procedure

2-(4-Chloro-phenyl)-4H-furo[3,2-b]pyrrole-5-carboxylic acid ethyl ester (60.97 mg, 0.21 mmol), prepared by the procedure described above (see, Compound 4), (3-isothiocyanopropyl)phosphonic acid diethyl ester (500 mg, 2.1 mmol) and a fine powder of anhydrous K2CO3 (27.6 mg, 0.2 mmol) were mixed together in a sealed tube, provided with a magnetic stirrer, and the mixture was heated at 110° C. for 2 hours. The mixture was then cooled to room temperature, ethanol (2 ml) was added, and the formed precipitate was filtered. The compound was recrystallized from ethanol to give of Compound 27 (60 mg, 60% yield).

Workup

  1. customprovided with a magnetic stirrer
  2. temperatureThe mixture was then cooled to room temperature
  3. filtrationthe formed precipitate was filtered
  4. customThe compound was recrystallized from ethanol

Sources & evidence

ORD record
ord-37b1eabb089f481db4388e403c1383a9
Source dataset
uspto-grants-2010_09
Patent number
US07795255B2

Reaction notes

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