Diethyl Ether → HCID 19108457, compound

HRID 327403Notes

Reaction equation

[O:1]=[C:2]([C:18]1[CH:27]=[C:26]2[C:21]([CH2:22][CH2:23][CH2:24][NH:25]2)=[CH:20][CH:19]=1)[CH2:3][CH2:4][CH:5]1[CH2:10][CH2:9][N:8]([CH2:11][C:12]2C=CC=CC=2)[CH2:7][CH2:6]1.C(O)(=O)/C=[CH:30]/[C:31](O)=[O:32].C([O:38]CC)C>>[C:31]([N:25]1[C:26]2[C:21](=[CH:20][CH:19]=[C:18]([C:2](=[O:1])[CH2:3][CH2:4][CH:5]3[CH2:10][CH2:9][N:8]([C:11](=[O:38])[CH3:12])[CH2:7][CH2:6]3)[CH:27]=2)[CH2:22][CH2:23][CH2:24]1)(=[O:32])[CH3:30]

Participants

Reactant 3

HCID 3283Diethyl Ether

HCID 444972Fumaric Acid

HCID 10090059HCID 10090059, compound

Product 1

HCID 19108457HCID 19108457, compound

Procedure

Using 1.8 g of the compound obtained in Example 5, the procedure of Example 2 was followed to give 1.82 g of the free base of the title compound mixture A and B. The first crop of crystals (0.65 g) from a solution of this mixture in diethyl ether, i.e. 7-[1-oxo-3-[1-(phenylmethyl)piperidin-4-yl]-propyl]-1,2,3,4-tetrahydroquinoline (m.p. 132°-135° C.), was treated with an equivalent of fumaric acid to give 0.69 g of the title fumarate (B) as colorless crystals melting at 175° to 177° C. (decomp.).

Sources & evidence

ORD record: ord-f61f466b98bc4e9b92d9037e877b05ab
Source dataset: uspto-grants-1993_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05273974

Reaction notes

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