Hydrochloric Acid → HCID 67052701, compound

HRID 921390Notes

Reaction equation

HRID 921390 reaction equation
Cl[C:2]1[N:7]=[CH:6][N:5]=[C:4]([NH:8][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=2[S:15]([CH:18]([CH3:20])[CH3:19])(=[O:17])=[O:16])[CH:3]=1.[CH3:21][P:22]([C:25]1[N:30]=[C:29]([O:31][CH3:32])[C:28]([NH2:33])=[CH:27][CH:26]=1)([CH3:24])=[O:23].Cl>COCCO.C(O)C>[CH3:24][P:22]([C:25]1[N:30]=[C:29]([O:31][CH3:32])[C:28]([NH:33][C:2]2[CH:3]=[C:4]([NH:8][C:9]3[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=3[S:15]([CH:18]([CH3:20])[CH3:19])(=[O:17])=[O:16])[N:5]=[CH:6][N:7]=2)=[CH:27][CH:26]=1)([CH3:21])=[O:23]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 67052694(5-Amino-6-methoxypyridin-2-yl)dimethylphosphine oxideHCID 86668812HCID 86668812, compound

Product 1

HCID 67052701HCID 67052701, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 80192-MethoxyethanolSolvent

Procedure

To a solution of 6-chloro-N-[2-(propan-2-ylsulfonyl)phenyl]pyrimidin-4-amine (0.250 mmol) in 1 mL of 2-methoxyethanol is added 6-(dimethylphosphoryl)-2-methoxypyridin-3-ylamine (50.0 mg, 0.250 mmol) and 0.15 mL of 2.5 M HCl in ethanol. The mixture is heated in a sealed tube at 90° C. until formation of the desired compound. The mixture is basified with 1N NaOH solution, and extracted with ethyl acetate. The organic layers can be combined, washed with saturated sodium chloride solution, dried with sodium sulfate, filtered and concentrated. The crude residue can be purified by silica gel chromatography.

Sources & evidence

ORD record
ord-d1189b878d1a4f85b7c700e45a094f87
Source dataset
uspto-grants-2016_03
Patent number
US09273077B2

Reaction notes

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