HCID 67496708, compound → HCID 67497157, compound

HRID 925547Notes

Reaction equation

HRID 925547 reaction equation
C([N:4]1[C:12]([C:13]2[S:14][CH:15]=[CH:16][CH:17]=2)=[N:11][C:10]2[C:9](=[O:18])[N:8]([CH2:19][CH2:20][CH3:21])[CH:7]=[N:6][C:5]1=2)C=C>C1C=CC(P(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.C1C=CC(P(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.C1C=CC(P(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.[Cl-].[Rh].C(#N)C.O>[CH2:19]([N:8]1[C:9](=[O:18])[C:10]2[NH:11][C:12]([C:13]3[S:14][CH:15]=[CH:16][CH:17]=3)=[N:4][C:5]=2[N:6]=[CH:7]1)[CH2:20][CH3:21]

Participants

4

Reactant 1

HCID 67496708HCID 67496708, compound

Product 1

HCID 67497157HCID 67497157, compoundYield 10.5%

Reagents, catalysts & solvents 2

HCID 84599Chlorotris(triphenylphosphine)rhodium(I)CatalystHCID 18373917Acetonitrile--water (1/1)Solvent

Conditions

Temperature
100 °C

Procedure

The above compound, 9-allyl-1-propyl-8-thiophen-2-yl-1,9-dihydro-purin-6-one (0.100 g, 0.33 mmol) and Wilkinson's catalyst were taken in acetonitrile:water (6:1, 7 ml) and refluxed for 5 h at 100° C. Solvent was removed and further purified by preparative TLC to get pure 1-propyl-8-thiophen-2-yl-1,7-dihydro-purin-6-one (9 mg, 10%).

Workup

  1. customSolvent was removed
  2. customfurther purified by preparative TLC

Sources & evidence

ORD record
ord-636bfd2b604a4e76921da0737f2d4c6c
Source dataset
uspto-grants-2016_03
Patent number
US09284316B2

Reaction notes

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