3-Azabicyclo[3.2.2]nonane → 3-(4-Methoxy-1-naphthylsulfonyl)-3-azabicyclo[3.2.1]octane

HRID 725787Notes

Reaction equation

HRID 725787 reaction equation
[CH3:1][O:2][C:3]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[C:6]([S:13](Cl)(=[O:15])=[O:14])=[CH:5][CH:4]=1.[CH:17]12[CH2:25][CH2:24][CH:21](C[CH2:23]1)[CH2:20][NH:19][CH2:18]2.CCN(C(C)C)C(C)C>>[CH3:1][O:2][C:3]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[C:6]([S:13]([N:19]2[CH2:18][CH:17]3[CH2:23][CH:21]([CH2:24][CH2:25]3)[CH2:20]2)(=[O:15])=[O:14])=[CH:5][CH:4]=1

Participants

4

Reactant 3

HCID 92403-Azabicyclo[3.2.2]nonaneHCID 81531DiisopropylethylamineHCID 167755014-Methoxynaphthalene-1-sulfonyl chloride

Product 1

HCID 197087403-(4-Methoxy-1-naphthylsulfonyl)-3-azabicyclo[3.2.1]octane

Procedure

The title compound was prepared by reacting 4-methoxy-1-naphthalenesulfonyl chloride (0.27 g) with 3-azabicyclo[3.2.2]nonane (0.16 g) in the presence of DIEA (0.30 g) using a procedure similar to that of Example 5. Yield: 0.34 g of a white solid, mp: 136.2°-138.6° C.

Sources & evidence

ORD record
ord-b1f056e00081469b8216b7c4cac9b403
Source dataset
uspto-grants-1998_01
Patent number
US05707985

Reaction notes

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