4-Nitrophenyl chloroformate → 4-Nitrophenyl pyrimidin-5-ylcarbamate

HRID 445281

Reaction equation

HRID 445281 reaction equation
[N:1]1[CH:6]=[C:5]([NH2:7])[CH:4]=[N:3][CH:2]=1.Cl[C:9]([O:11][C:12]1[CH:17]=[CH:16][C:15]([N+:18]([O-:20])=[O:19])=[CH:14][CH:13]=1)=[O:10]>N1C=CC=NC=1>[N:1]1[CH:6]=[C:5]([NH:7][C:9](=[O:10])[O:11][C:12]2[CH:13]=[CH:14][C:15]([N+:18]([O-:20])=[O:19])=[CH:16][CH:17]=2)[CH:4]=[N:3][CH:2]=1

Participants

4

Reactant 2

HCID 821294-Nitrophenyl chloroformateHCID 344373Pyrimidin-5-amine

Product 1

HCID 595363234-Nitrophenyl pyrimidin-5-ylcarbamate

Reagents, catalysts & solvents 1

HCID 9260PyrimidineSolvent

Procedure

To a solution of pyrimidin-5-amine (190 mg, 2.0 mmol) in pyrimidine (3 mL) was added 4-nitrophenyl chloroformate (403 mg, 2.0 mmol). The resulting mixture was stirred at RT overnight, and then heated to 60° C. overnight. After cooling to RT, the solvent was removed under vacuum to give the title compound as a brown solid, which was used in the next step without further purification. MS (ESI, positive ion) m/z: 261 (M+H).

Workup

  1. temperatureheated to 60° C. overnight
  2. temperatureAfter cooling to RT
  3. customthe solvent was removed under vacuum

Sources & evidence

ORD record
ord-530f5a4e0e484b498192709ca5422fbb
Source dataset
uspto-grants-2013_07
Patent number
US08476297B2

Linked notes

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