Diethyl [(2-aminophenyl)methyl]phosphonate → 7-cyclohexyl-N-(2-diethoxyphosphorylmethylphenyl)-3,4-dihydronaphthalene-2-carboxamide

HRID 861887Notes

Reaction equation

HRID 861887 reaction equation
[CH:1]1([C:7]2[CH:16]=[C:15]3[C:10]([CH2:11][CH2:12][C:13]([C:17]([NH2:19])=[O:18])=[CH:14]3)=[CH:9][CH:8]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.N[C:21]1[CH:35]=[CH:34][CH:33]=[CH:32][C:22]=1[CH2:23][P:24](=[O:31])([O:28][CH2:29][CH3:30])[O:25][CH2:26][CH3:27]>>[CH:1]1([C:7]2[CH:16]=[C:15]3[C:10]([CH2:11][CH2:12][C:13]([C:17]([NH:19][C:21]4[CH:35]=[CH:34][CH:33]=[CH:32][C:22]=4[CH2:23][P:24]([O:25][CH2:26][CH3:27])([O:28][CH2:29][CH3:30])=[O:31])=[O:18])=[CH:14]3)=[CH:9][CH:8]=2)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1

Participants

3

Reactant 2

HCID 13649220Diethyl [(2-aminophenyl)methyl]phosphonateHCID 197004977-Cyclohexyl-3,4-dihydronaphthalene-2-carboxamide

Product 1

HCID 197005107-cyclohexyl-N-(2-diethoxyphosphorylmethylphenyl)-3,4-dihydronaphthalene-2-carboxamideYield 53%

Procedure

7-Cyclohexyl-3,4-dihydronaphthalene-2-carboxamide and diethyl 2-aminobenzylphosphonate were reacted in the same manner as in Example 3 to yield 7-cyclohexyl-N-(2-diethoxyphosphorylmethylphenyl)-3,4-dihydronaphthalene-2-carboxamide (53%), which was then recrystallized from ethanol-water to yield colorless crystals having a melting point of 102°-103° C.

Sources & evidence

ORD record
ord-23b8ad1a1ff24e6682498cc920691fff
Source dataset
uspto-grants-1998_02
Patent number
US05716944

Reaction notes

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