Trimethylsilyldiazomethane → HCID 58056214, compound

HRID 1773609Notes

Reaction equation

HRID 1773609 reaction equation
[CH3:1][Si](C=[N+]=[N-])(C)C.[N:8]1[C:13]2[C:14]([C:17]([OH:19])=[O:18])=[CH:15][S:16][C:12]=2[CH:11]=[N:10][CH:9]=1>ClCCl.CO>[CH3:1][O:18][C:17]([C:14]1[C:13]2[N:8]=[CH:9][N:10]=[CH:11][C:12]=2[S:16][CH:15]=1)=[O:19]

Participants

5

Reactant 2

HCID 167693TrimethylsilyldiazomethaneHCID 55274737Thieno[3,2-d]pyrimidine-7-carboxylic acid

Product 1

HCID 58056214HCID 58056214, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 6344DichloromethaneSolvent

Procedure

Trimethylsilyldiazomethane (2 M in hexane, 1 mL) was added to a suspension of thieno[3,2-d]pyrimidine-7-carboxylic acid (50 mg) in a mixture of dichloromethane and methanol (95/5, 1 mL) and the resulting mixture was stirred at room temperature for 1 hour. The reaction mixture was then evaporated under reduced pressure and the crude residue was purified by flash chromatography (DCM/MeOH, 97/3) to give 40 mg of thieno[3,2-d]pyrimidine-7-carboxylic acid methyl ester.

Workup

  1. customThe reaction mixture was then evaporated under reduced pressure
  2. customthe crude residue was purified by flash chromatography (DCM/MeOH, 97/3)

Sources & evidence

ORD record
ord-9713c95cad444a52b6c37149049141fa
Source dataset
uspto-grants-2016_02
Patent number
US09255110B2

Reaction notes

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