Triphenylphosphine → HCID 68601191, compound

HRID 1454952Notes

Reaction equation

HRID 1454952 reaction equation
N(C(OC(C)C)=O)=NC(OC(C)C)=O.[CH3:15][N:16]1[C:24]2[N:23]=[C:22]([Br:25])[N:21]([CH2:26][C:27]#[C:28][CH3:29])[C:20]=2[C:19](=[O:30])[NH:18][C:17]1=[O:31].[CH:32]1[C:33]([CH2:41]O)=[CH:34][N:35]2[C:40]=1[CH:39]=[CH:38][CH:37]=[CH:36]2.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>O1CCCC1.C(Cl)Cl>[CH:32]1[C:33]([CH2:41][N:18]2[C:19](=[O:30])[C:20]3[N:21]([CH2:26][C:27]#[C:28][CH3:29])[C:22]([Br:25])=[N:23][C:24]=3[N:16]([CH3:15])[C:17]2=[O:31])=[CH:34][N:35]2[C:40]=1[CH:39]=[CH:38][CH:37]=[CH:36]2

Participants

7

Reactant 4

HCID 11776TriphenylphosphineHCID 75555Diisopropyl diazene-1,2-dicarboxylateHCID 590174HCID 590174, compoundHCID 210889278-Bromo-7-(2-butyn-1-yl)-3,7-dihydro-3-methyl-1H-purine-2,6-dione

Product 1

HCID 68601191HCID 68601191, compound

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 8028TetrahydrofuranSolvent

Procedure

0.61 ml of diisopropyl azodicarboxylate are added to a mixture of 594 mg of 3-methyl-7-(2-butyn-1-yl)-8-bromo-xanthine, 353 mg of (indolizin-2-yl)-methanol and 826 mg of triphenylphosphine in 30 ml of tetrahydrofuran. The reaction mixture is stirred for two hours at ambient temperature. For working up it is diluted with methylene chloride, added to 6 g silica gel and chromatographed through a silica gel column with petroleum ether/ethyl acetate (7:3 to 1:5) as eluant.

Workup

  1. additionadded to 6 g silica gel
  2. customchromatographed through a silica gel column with petroleum ether/ethyl acetate (7:3 to 1:5) as eluant

Sources & evidence

ORD record
ord-b22913d6626f46eaaf4ca8089beff011
Source dataset
uspto-grants-2009_01
Patent number
US07482337B2

Reaction notes

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