Sulfuric Acid → 3-(5,6,7,8-Tetrahydro-1,8-naphthyridin-2-yl)propan-1-amine

HRID 2230240Notes

Reaction equation

HRID 2230240 reaction equation
[N:1]1[C:10]2[NH:9][CH2:8][CH2:7][CH2:6][C:5]=2[CH:4]=[CH:3][C:2]=1[CH2:11][CH2:12][CH2:13][NH:14]C(OC(C)(C)C)=O.FC(F)(F)C(O)=O.S(=O)(=O)(O)O>C(OCC)(=O)C.C(Cl)Cl>[N:1]1[C:10]2[NH:9][CH2:8][CH2:7][CH2:6][C:5]=2[CH:4]=[CH:3][C:2]=1[CH2:11][CH2:12][CH2:13][NH2:14]

Participants

6

Reactant 3

HCID 1118Sulfuric AcidHCID 6422Trifluoroacetic acidHCID 112316322-(3-(Boc-amino)-propyl)-5,6,7,8-tetrahydro-1,8-naphthyridine

Product 1

HCID 98775993-(5,6,7,8-Tetrahydro-1,8-naphthyridin-2-yl)propan-1-amine

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 8857Ethyl AcetateSolvent

Procedure

The title compound was prepared by treating the Boc derivative 1-5 with either HCI gas in ethyl acetate as described in U.S. Pat. No. 5,952,341 and WO 99/31061, or with trifluoroacetic acid in methylene chloride, or aqueous sulfuric acid; m.p. 66.0-68.5° C.

Sources & evidence

ORD record
ord-56bab09272524c0399e8165db53e3427
Source dataset
uspto-grants-2002_07
Patent number
US06423845B1

Reaction notes

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