Water → 4-((5-Iodo-4-(methylamino)pyrimidin-2-yl)amino)benzonitrile

HRID 2284767Notes

Reaction equation

HRID 2284767 reaction equation
Cl[C:2]1[C:7]([I:8])=[CH:6][N:5]=[C:4]([NH:9][C:10]2[CH:17]=[CH:16][C:13]([C:14]#[N:15])=[CH:12][CH:11]=2)[N:3]=1.[CH3:18][NH2:19].O>O1CCCC1.C(N(CC)C(C)C)(C)C>[I:8][C:7]1[C:2]([NH:19][CH3:18])=[N:3][C:4]([NH:9][C:10]2[CH:17]=[CH:16][C:13]([C:14]#[N:15])=[CH:12][CH:11]=2)=[N:5][CH:6]=1

Participants

6

Reactant 3

HCID 962WaterHCID 6329MethylamineHCID 900517824-((4-Chloro-5-iodopyrimidin-2-yl)amino)benzonitrile

Product 1

HCID 900517884-((5-Iodo-4-(methylamino)pyrimidin-2-yl)amino)benzonitrile

Reagents, catalysts & solvents 2

HCID 8028TetrahydrofuranSolvent2×HCID 81531DiisopropylethylamineSolvent

Procedure

To a solution of 4-((4-chloro-5-iodopyrimidin-2-yl)amino)benzonitrile (J12, 25 mg) in tetrahydrofuran (1 mL), N,N-diisopropylethylamine (37 μL) and a 2.0 mol/L solution of methylamine in tetrahydrofuran (105 μL) were added at room temperature, and the mixture was stirred at room temperature for 19 hours. To the reaction mixture, water (5 mL) was added. The solid matter was taken by filtration, washed with water, and then dried under reduced pressure to obtain 4-((5-iodo-4-(methylamino)pyrimidin-2-yl)amino)benzonitrile (F224, 27 mg).

Workup

  1. filtrationThe solid matter was taken by filtration
  2. washwashed with water
  3. customdried under reduced pressure

Sources & evidence

ORD record
ord-1a281ea0e1ea46d792aa32b8ea2f83bf
Source dataset
uspto-grants-2015_09
Patent number
US09145415B2

Reaction notes

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