Pyrrolidine → 5-Methoxy-6-(pyrrolidin-1-yl)pyrimidin-4-amine

HRID 2059826Notes

Reaction equation

HRID 2059826 reaction equation
Cl[C:2]1[N:7]=[CH:6][N:5]=[C:4]([NH2:8])[C:3]=1[O:9][CH3:10].[NH:11]1[CH2:15][CH2:14][CH2:13][CH2:12]1>C1(C)C=CC=CC=1>[CH3:10][O:9][C:3]1[C:4]([NH2:8])=[N:5][CH:6]=[N:7][C:2]=1[N:11]1[CH2:15][CH2:14][CH2:13][CH2:12]1

Participants

4

Reactant 2

HCID 31268PyrrolidineHCID 787216-Chloro-5-methoxypyrimidin-4-amine

Product 1

HCID 575168855-Methoxy-6-(pyrrolidin-1-yl)pyrimidin-4-amineYield 84.5%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

In a flask was added 6-chloro-5-methoxypyrimidin-4-amine (500 mg, 3.13 mmol) and pyrrolidine (0.523 ml, 6.27 mmol) in toluene (5 ml). The reaction was heated to 80 C for 16 hours and then cooled to room temperature. The reaction was then concentrated to a white solid to give 5-methoxy-6-(pyrrolidin-1-yl)pyrimidin-4-amine (514 mg, 84% yield). LC/MS R.T.=1.25 mins (M+H=195.2).

Workup

  1. temperatureThe reaction was heated to 80 C for 16 hours
  2. concentrationThe reaction was then concentrated to a white solid

Sources & evidence

ORD record
ord-7aba946729c248478e871d8fc2c5dcbc
Source dataset
uspto-grants-2012_10
Patent number
US08278320B2

Reaction notes

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