Hydrochloric Acid → N-[4-(dimethylphosphoryl)-2-methoxyphenyl]-2-methyl-N'-phenylpyrimidine-4,6-diamine

HRID 1472047Notes

Reaction equation

HRID 1472047 reaction equation
Cl[C:2]1[N:7]=[C:6]([CH3:8])[N:5]=[C:4]([NH:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[CH:3]=1.[CH3:16][P:17]([C:20]1[CH:26]=[CH:25][C:23]([NH2:24])=[C:22]([O:27][CH3:28])[CH:21]=1)([CH3:19])=[O:18].Cl>CN(C=O)C.C(O)C>[CH3:19][P:17]([C:20]1[CH:26]=[CH:25][C:23]([NH:24][C:2]2[CH:3]=[C:4]([NH:9][C:10]3[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=3)[N:5]=[C:6]([CH3:8])[N:7]=2)=[C:22]([O:27][CH3:28])[CH:21]=1)([CH3:16])=[O:18]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 450717646-chloro-2-methyl-N-phenylpyrimidin-4-amineHCID 67052699(4-Amino-3-methoxyphenyl)dimethylphosphine oxide

Product 1

HCID 67052691N-[4-(dimethylphosphoryl)-2-methoxyphenyl]-2-methyl-N'-phenylpyrimidine-4,6-diamine

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 6228DimethylformamideSolvent

Procedure

To a solution of 6-chloro-2-methyl-N-phenylpyrimidin-4-amine (0.35 mmol) and 4-(dimethylphosphoryl)-2-methoxyaniline (60 mg, 0.30 mmol) in 1 mL of DMF, is added 0.36 mL of 2.5M HCl in Ethanol. The reaction mixture can be heated in a sealed tube at 140 degrees until formation of the desired compound. The reaction mixture is filtered through a syringe filter and can be purified by Prep-HPLC.

Sources & evidence

ORD record
ord-82938d9a0e524642b26c548e8049b5be
Source dataset
uspto-grants-2015_04
Patent number
US09012462B2

Reaction notes

Loading…