1-(2-Naphthyl)methanamine → HCID 19364494, compound

HRID 1457730Notes

Reaction equation

HRID 1457730 reaction equation
[CH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[CH2:11][NH2:12].COC(C1C=CC(C(CC2OC(COC3C=CC=CC=3)=CC=2)C(NCC2C=CC3C(=CC=CC=3)C=2)C)=CC=1)=O.[N+:52]([C:55]1[CH:60]=[CH:59][C:58]([CH:61]([CH:73](NCC2C=CC=C(Cl)C=2Cl)[CH3:74])[CH2:62][C:63]2[O:67][C:66]([C:68]([O:70][CH2:71][CH3:72])=[O:69])=[CH:65][CH:64]=2)=[CH:57][CH:56]=1)([O-:54])=[O:53]>>[CH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[CH2:11][NH:12][CH:73]([CH3:74])[CH:61]([C:58]1[CH:57]=[CH:56][C:55]([N+:52]([O-:54])=[O:53])=[CH:60][CH:59]=1)[CH2:62][C:63]1[O:67][C:66]([C:68]([O:70][CH2:71][CH3:72])=[O:69])=[CH:65][CH:64]=1

Participants

4

Reactant 3

HCID 1372821-(2-Naphthyl)methanamine2×HCID 19364497HCID 19364497, compoundHCID 54199233HCID 54199233, compound

Product 1

HCID 19364494HCID 19364494, compound

Procedure

The reactions were carried out in the same manner as in Reference Example 1 except that instead of p-nitrophenylacetone and/or ethyl 5-chloromethyl-2-furancarboxylate and/or 2-naphthoaldehyde used as the starting material in the above reaction, the corresponding arylacetone derivative and/or halide and/or arylaldehyde derivative was used, to obtain ethyl 5-{(2RS,3RS)-2-(4-chlorophenyl)-3-(2-naphthylmethylamino)butyl}-2-furancarboxylate, ethyl 3-{(2RS,3RS)-2-(4-chlorophenyl)-3-(2-naphthylmethylamino)butyllbenzoate, ethyl 5-{(2RS,3RS)-2-(4-chlorophenyl)-3-(2-naphthylmethylamino)butyl}-3-isoxazolecarboxylate, ethyl 2-{(2RS,3RS)-2-(4-chlorophenyl)-3-(2-naphthylmethylamino)butyl}-5-pyridinecarboxylate, ethyl 5-{(2RS,3RS)-3-(2-benzo[b]thienylmethylamino)-2-(3,4-methylenedioxyphenyl)butyl}-2-furancarboxylate, N-{(1RS,2RS)-2-(4-methoxycarbonylphenyl)-1-methyl-3-(3-phenoxymethylphenyl)propyl}-2-naphthylmethylamine, N-[(1RS,2RS)-2-(4-methoxycarbonylphenyl)-1-methyl-3-{5-(phenoxymethyl)-3-(1,2,4-oxadiazolyl)}propyl]-2-naphthylmethylamine, N-{(1RS,2RS)-2-(4-methoxycarbonylphenyl)-1-methyl-3-{(E)-3-styrylphenyl}propyl!-2-naphthylmethylamine, N-{(1RS,2RS)-2-(4-chlorophenyl)-1-methyl-3-{(E)-3-styrylphenyl}propyl!-2-naphthylmethylamine, N-{(1RS,2RS)-2-(4-methoxycarbonylphenyl)-1-methyl-3-(5-phenoxymethyl-2-furyl)propyl}-2-naphthylmethylamine and ethyl 5-{(2RS,3RS)-2-(4-nitrophenyl)-3-(2,3-dichlorobenzylamino)butyl}-2-furancarboxylate.

Sources & evidence

ORD record
ord-66c1f05e8542463082d4765d21485228
Source dataset
uspto-grants-1998_12
Patent number
US05849747

Reaction notes

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