Hydrochloric Acid → N3-[4-(1-ethyl-4-oxido-1,4-azaphosphinan-4-yl)-2-methoxyphenyl]-N5-[2-(propan-2-ylsulfonyl)phenyl]pyridazine-3,5-diamine

HRID 1472077Notes

Reaction equation

HRID 1472077 reaction equation
Cl[C:2]1[N:7]=[N:6][CH: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.[CH2:21]([N:23]1[CH2:28][CH2:27][P:26]([C:30]2[CH:36]=[CH:35][C:33]([NH2:34])=[C:32]([O:37][CH3:38])[CH:31]=2)(=[O:29])[CH2:25][CH2:24]1)[CH3:22].Cl>COCCO.C(O)C>[CH2:21]([N:23]1[CH2:28][CH2:27][P:26]([C:30]2[CH:36]=[CH:35][C:33]([NH:34][C:2]3[N:7]=[N:6][CH:5]=[C:4]([NH:8][C:9]4[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=4[S:15]([CH:18]([CH3:20])[CH3:19])(=[O:17])=[O:16])[CH:3]=3)=[C:32]([O:37][CH3:38])[CH:31]=2)(=[O:29])[CH2:25][CH2:24]1)[CH3:22]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 681568034-(1-Ethyl-4-oxido-1,4-azaphosphinan-4-yl)-2-methoxyanilineHCID 866688086-chloro-N-[2-(propan-2-ylsulfonyl)phenyl]pyridazin-4-amine

Product 1

HCID 68165249N3-[4-(1-ethyl-4-oxido-1,4-azaphosphinan-4-yl)-2-methoxyphenyl]-N5-[2-(propan-2-ylsulfonyl)phenyl]pyridazine-3,5-diamine

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 80192-MethoxyethanolSolvent

Procedure

To a solution of 6-chloro-N-[2-(propan-2-ylsulfonyl)phenyl]pyridazin-4-amine (prepared in Example 73: 0.02 mmol) and 4-(1-ethyl-4-oxido-1,4-azaphosphinan-4-yl)-2-methoxyaniline (0.7 mmol) in 1 mL of 2-Methoxy ethanol, is added 1 mL of 2.5M HCl in Ethanol. The reaction mixture is heated in a sealed tube at 140 degree 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-d5a1cd32f344443e84791655a511795a
Source dataset
uspto-grants-2015_04
Patent number
US09012462B2

Reaction notes

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