4'-(5-Ethyl-1,3,4-oxadiazol-2-yl)-2'-methylbiphenyl-4-carboxylic acid → 2,3,5,6,7,8-Hexahydro-1'-methyl-5-(4'-(5-ethyl-1,3,4-oxadiazol-2-yl)-2'-methylbiphenyl-4-carbonyl)spiro[furo[2,3-g]quinoline-3,4'-piperidine]

HRID 1741117Notes

Reaction equation

HRID 1741117 reaction equation
[CH2:1]([C:3]1[O:7][C:6]([C:8]2[CH:13]=[CH:12][C:11]([C:14]3[CH:19]=[CH:18][C:17]([C:20](O)=[O:21])=[CH:16][CH:15]=3)=[C:10]([CH3:23])[CH:9]=2)=[N:5][N:4]=1)[CH3:2].[CH3:24][N:25]1[CH2:30][CH2:29][C:28]2([C:42]3[C:33](=[CH:34][C:35]4[CH2:36][CH2:37][CH2:38][NH:39][C:40]=4[CH:41]=3)[O:32][CH2:31]2)[CH2:27][CH2:26]1>>[CH3:24][N:25]1[CH2:30][CH2:29][C:28]2([C:42]3[C:33](=[CH:34][C:35]4[CH2:36][CH2:37][CH2:38][N:39]([C:20]([C:17]5[CH:16]=[CH:15][C:14]([C:11]6[CH:12]=[CH:13][C:8]([C:6]7[O:7][C:3]([CH2:1][CH3:2])=[N:4][N:5]=7)=[CH:9][C:10]=6[CH3:23])=[CH:19][CH:18]=5)=[O:21])[C:40]=4[CH:41]=3)[O:32][CH2:31]2)[CH2:27][CH2:26]1

Participants

3

Reactant 2

HCID 218338394'-(5-Ethyl-1,3,4-oxadiazol-2-yl)-2'-methylbiphenyl-4-carboxylic acidHCID 221158852,3,5,6,7,8-Hexahydro-1'-methylspiro[furo[2,3-g]quinoline-3,4'-piperidine]

Product 1

HCID 218337662,3,5,6,7,8-Hexahydro-1'-methyl-5-(4'-(5-ethyl-1,3,4-oxadiazol-2-yl)-2'-methylbiphenyl-4-carbonyl)spiro[furo[2,3-g]quinoline-3,4'-piperidine]

Procedure

The title compound was prepared from 4'-(5-ethyl-1,3,4-oxadiazol-2-yl)-2'-methylbiphenyl-4-carboxylic acid (D32) and 2,3,5,6,7,8-hexahydro-1'-methylspiro[furo[2,3-g]quinoline-3,4'-piperidine] (D10) using a procedure similar to that of Example 1 (19%). This was converted to its hydrochloride salt, as a white solid. M.p. 241-3° C.

Sources & evidence

ORD record
ord-495e6a20db3048e982455e82f0974990
Source dataset
uspto-grants-1999_10
Patent number
US05972951

Reaction notes

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