5-Amino-2-chloropyridine → HCID 59536395, compound

HRID 445344Notes

Reaction equation

HRID 445344 reaction equation
[NH2:1][C:2]1[CH:3]=[CH:4][C:5]([Cl:8])=[N:6][CH:7]=1.CCN(C(C)C)C(C)C.Cl[C:19]([O:21][C:22]1[CH:27]=[CH:26][C:25]([N+:28]([O-:30])=[O:29])=[CH:24][CH:23]=1)=[O:20]>C(Cl)Cl>[Cl:8][C:5]1[N:6]=[CH:7][C:2]([NH:1][C:19](=[O:20])[O:21][C:22]2[CH:23]=[CH:24][C:25]([N+:28]([O-:30])=[O:29])=[CH:26][CH:27]=2)=[CH:3][CH:4]=1

Participants

5

Reactant 3

HCID 793055-Amino-2-chloropyridineHCID 81531DiisopropylethylamineHCID 821294-Nitrophenyl chloroformate

Product 1

HCID 59536395HCID 59536395, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 5-amino-2-chloropyridine (162 mg, 1262 μmol) and DIEA (275 μL, 1578 mmol) in DCM (6.0 mL) was added 4-nitrophenyl chloroformate (212 mg, 1052 μmol). The resulting mixture was then stirred at RT for overnight. A yellow precipitation was observed. The yellow solid was collected by filtration to give the title compound as a light yellow solid, which was used in the next step without purification requirement.

Workup

  1. customA yellow precipitation
  2. filtrationThe yellow solid was collected by filtration

Sources & evidence

ORD record
ord-b284cd3a61d149a5ad72d490c58fe12b
Source dataset
uspto-grants-2013_07
Patent number
US08476297B2

Reaction notes

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